Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 108149-60-6 | MDL No. : | MFCD00192279 |
Formula : | C12H21NO5 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | ZNBUXTFASGDVCL-QMMMGPOBSA-N |
M.W : | 259.30 | Pubchem ID : | 688221 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0℃; for 1.08333h;Reflux; | To an ice-cold solution of 5 (3.0 g, 11.6 mmol) in anhydrousTHF (20 mL) was added NaBH4 (4.38 g, 116 mmol) with stirring. After 25 min, MeOH (8 mL) was slowly added. The mixture was warmed to reflux and stirred for 40 min.The resulting suspension was concentrated under reduced pressure and EtOAc (100 mL) was added. The organic layer was washed with water (2 X 50 mL), dried over Na2SO4, filtered and concentrated to give 6 as colorless oil (2.67 g,85% yield): [alpha]D21 +21.7 (c 1.2, CHCl3), lit: []D20 +23.8 (c1.2, CHCl3) [17]; IR v 3436, 2979, 2937, 2880, 1671, 1477,1456, 1388, 1365 cm-1; 1H NMR (200 MHz, CDCl3) (ppm): 3.92-3.47 (m, 6H, CH2OH, CH2O, OH, CHN), 1.47,1.41 (s, 15H, C(CH3)2, C(CH3)3); 13C NMR (50 MHz, CDCl3) (ppm): 153.68 (C=O), 93.83 (C), 80.92 (C(CH3)3),65.10, 64.24 (CH2O, CH2OH), 59.21 (CHN), 28.25(C(CH3)3), 27.04, 24.37 (CH3). |
74% | With methanol; lithium borohydride; In tetrahydrofuran; at 20℃; for 2h;Cooling with ice; | (iS)-ter/-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate (2). To an ice cold solution of commercially available 1 (35 g, 135 mmol) in THF MeOH (500 mL (95:5)) was added LiBH4 (5.9 g, 271 mmol) portionwise and the suspension was stirred for 2 h at RT. The reaction mixture was cooled and quenched with ice. Solvent was removed under reduced pressure, and water was added. The aqueous layer was extracted with EtOAc, concentrated and chromatographed (EtOAc:hexanes, 3:7) to yield 2 (23 g, 74 % yield). |
74% | With lithium borohydride; In tetrahydrofuran; methanol; at 20℃; for 2h;Cooling with ice; | To an ice cold solution of commercially available 1 (35 g, 135 mmol) in THF/MeOH (500 mL (95:5)), was added LiBH4 (5.9 g, 271 mmol) portionwise and the suspension was stirred for 2 h at RT. The reaction mixture was cooled and quenched with ice. Solvent was removed under reduced pressure, and water was added. The aqueous layer was extracted with EtOAc, concentrated and chromatographed (EtOAc:hexanes, 3:7) to yield 2 (23 g, 74 % yield). |
A solution of (i?)-3-tert-butyl 4-methyl 2,2-dimethyloxazolidine-3,4-dicarboxylate (5 g, 19.3 mmol) in anhydrous diethyl ether was chilled in an ice bath and 1 M LiAlH4 in diethyl ether (38 mL, 38.6 mmol) was added dropwise under an N2 atmosphere. The reaction was allowed to warm to room temperature with stirring overnight. The reaction was quenched by slowly adding saturated aqueous Na2SO4 (5 mL). The slurry was filtered through a pad of Celite.The Celite pad was rinsed with EtOAc and the solution was dried in vacuo to yield (S)-tert-buty4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate (2.77 g, 12 mmol) as a clear oil.[M+H] calc'd for CnH2INO4, 232; found, 232. | ||
With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; at 0 - 20℃; for 12.5h; | After a mixture of NaBH4 (5.2 g, 139 mmol) and LiCl (5.9 g,139 mmol) in dry EtOH (30 mL) was stirred for 30 min at 0 C, compound20 (6.0 g, 23 mmol) dissolved in 15 mL of dry THF wasadded. The resulting mixture was warmed to room temperatureand stirred for 12 h. The precipitate was filtered over Celite andwashed with EtOH. The filtrate was then evaporated and partitionedbetween ethyl acetate and brine. After the aqueous layerwas extracted with ethyl acetate (5), the organic layer was driedover Na2SO4 and concentrated in vacuo to afford the intermediatealcohol as a yellow oil. To a reaction mixture of dry THF (100 mL)containing 11 g (42 mmol) of PPh3, 8.2 g (56 mmol) of phthalimide,and 6.6 g (28 mmol) of the yellow oil, 22.7 mL (40% in toluene,50 mmol) of diethyl azodicarboxylate dissolved in dry THF(20 mL) was added dropwise while stirring in an ice bath. After12 h at ambient temperature, the solvent was evaporated, and theresulting residue was purified by column chromatography (hexane/ethyl acetate = 3:1) to afford 21 as white crystals (5.4 g, 53%). |
A466943[ 95715-86-9 ]
Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate
Reason: Optical isomers
[ 95715-86-9 ]
Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate
Similarity: 1.00
[ 139009-66-8 ]
(S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid
Similarity: 0.98
[ 95715-87-0 ]
(R)-tert-Butyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate
Similarity: 0.92
[ 102308-32-7 ]
(S)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde
Similarity: 0.92
[ 885321-46-0 ]
(R)-4-tert-Butyl 3-methyl morpholine-3,4-dicarboxylate
Similarity: 0.90
[ 95715-86-9 ]
Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate
Similarity: 1.00
[ 885321-46-0 ]
(R)-4-tert-Butyl 3-methyl morpholine-3,4-dicarboxylate
Similarity: 0.90
[ 1239355-46-4 ]
(R)-1-tert-Butyl 2-methyl aziridine-1,2-dicarboxylate
Similarity: 0.79
[ 98541-64-1 ]
tert-Butyl (S)-(2-oxooxetan-3-yl)carbamate
Similarity: 0.77
[ 126330-77-6 ]
(R)-tert-Butyl (2-oxooxetan-3-yl)carbamate
Similarity: 0.77
[ 95715-87-0 ]
(R)-tert-Butyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate
Similarity: 0.92
[ 885321-46-0 ]
(R)-4-tert-Butyl 3-methyl morpholine-3,4-dicarboxylate
Similarity: 0.90
[ 869681-70-9 ]
(R)-4-(tert-Butoxycarbonyl)morpholine-3-carboxylic acid
Similarity: 0.89
[ 212650-43-6 ]
4-Boc-3-Morpholinecarboxylic acid
Similarity: 0.89
[ 783350-37-8 ]
(S)-4-(tert-Butoxycarbonyl)morpholine-3-carboxylic acid
Similarity: 0.89
[ 95715-86-9 ]
Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate
Similarity: 1.00
[ 139009-66-8 ]
(S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid
Similarity: 0.98
[ 95715-87-0 ]
(R)-tert-Butyl 4-formyl-2,2-dimethyloxazolidine-3-carboxylate
Similarity: 0.92
[ 102308-32-7 ]
(S)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde
Similarity: 0.92
[ 108149-65-1 ]
(S)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate
Similarity: 0.84