ChemicalBook CAS DataBase List (3S,5R)-3-(Boc-aMino)-5-Methylpiperidine

(3S,5R)-3-(Boc-aMino)-5-Methylpiperidine synthesis

11synthesis methods

Product Name:(3S,5R)-3-(Boc-aMino)-5-Methylpiperidine
CAS Number:1203651-07-3
Molecular formula:C11H22N2O2
Molecular Weight:214.3

Carbamic acid, N-[(3S,5R)-5-methyl-1-(phenylmethyl)-3-piperidinyl]-, 1,1-dimethylethyl ester

1203651-06-2
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(3S,5R)-3-(Boc-aMino)-5-Methylpiperidine

1203651-07-3
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Yield: 85.8%

Reaction Conditions:

with hydrogen;palladium-carbon in methanol at 45; for 36 h;

Steps:

1.6
(6) (3S,5R)-3-^rt-butoxycarbonylamino)-5-methylpiperidine (Compound 8).; A mixture of Compound 7 (4.8 g), active carbon (0.5 g), and methanol (100.0 mL) was agitated for 0.5 h and filtered. The filtrate was transferred into a hydrogenation flask and palladium on carbon (7.5%, 1.0 g) was added. The air in the flask was removed under vacuum and replaced by H₂ several times. Then the mixture was warmed to 45 j^5°C and agitated under hydrogen for 36 h. The mixture was filtered, and the filtrate was evaporated under reduced pressure to give Compound 8 (2.9 g, 85.8%).MS (CI): 215.1 (M+l);IR: 3324, 3177, 3100-2700, 1698, 1550, 1291, 1246, 1173; IH-NMR (300 MHz, CDC13): 4.30 (d,lH), 3.40 (m,lH), 3.20 (dd,lH), 2.91 (dd,lH) 2.01 (dd, IH), 2.11 (m, IH), 1.60 (dd, IH), 1.51 (ddd, IH), 1.39 (s, 9H), 0.76 (ddd, IH), 0.82 (d, 3H);¹³C-NMR (75 MHz, CDCl₃): 155.2, 79.3, 53.5, 51.9, 48.8, 40.8, 32.5, 28.4, 19.1.

References:

TAIGEN BIOTECHNOLOGY CO., LTD.;HSU, Ming-Chu;KING, Chi-Hsin, Richard;YUAN, Judy;CHEN, Wen-Chang;CHOU, Shan-Yen;SHI, Bo WO2010/9014, 2010, A2 Location in patent:Page/Page column 8