ChemicalBook CAS DataBase List 1-(1,1-Dimethylethyl) (2S,4R)-4-fluoro-1,2-pyrrolidinedicarboxylate

1-(1,1-Dimethylethyl) (2S,4R)-4-fluoro-1,2-pyrrolidinedicarboxylate synthesis

10synthesis methods

Product Name:1-(1,1-Dimethylethyl) (2S,4R)-4-fluoro-1,2-pyrrolidinedicarboxylate
CAS Number:203866-14-2
Molecular formula:C10H16FNO4
Molecular Weight:233.24

(2R,4S)-N-BOC-4-fluoro-D-proline is a pharmaceutical intermediate that can be used to prepare NS5A inhibitors. It can be obtained from N-Boc-trans-4-hydroxy-L-proline methyl ester as raw material, firstly fluorinated to obtain N-Boc-trans-4-fluoro-L-proline methyl ester, then hydrolyzed.

203866-18-6 Synthesis

BOC-TRANS-4-FLUORO-L-PROLINE METHYL ESTER

203866-18-6
135 suppliers
$14.00/250mg

1-(1,1-Dimethylethyl) (2S,4R)-4-fluoro-1,2-pyrrolidinedicarboxylate

203866-14-2
222 suppliers
$23.30/1G

Yield:-

Steps:

G

The fluorination of the above cis-hydroxy provides the trans-4-fluoro derivative which on saponification gives the corresponding acid. The amine is prepared from 4-R-fluoro-pyrrolidine-1-carboxylic acid tert-butyl ester and 5-methyl-pyridin-2-ylamine under HATU condition to give proline amide derivative which on treatment with 4 M HCl in dioxane provides the desired amine.

References:

US2009/62537,2009,A1 Location in patent:Page/Page column 10

1,2-Pyrrolidinedicarboxylic acid, 4-fluoro-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2S,4R)-

587887-98-7
2 suppliers
inquiry

203866-14-2
222 suppliers
$23.30/1G

References

132622-90-3
8 suppliers
inquiry

203866-14-2
222 suppliers
$23.30/1G

References

87691-27-8 Synthesis

87691-27-8
232 suppliers
$6.00/250mg

203866-14-2
222 suppliers
$23.30/1G

References

89813-47-8
56 suppliers
$44.60/250mg

203866-14-2
222 suppliers
$23.30/1G

References

1-(1,1-Dimethylethyl) (2S,4R)-4-fluoro-1,2-pyrrolidinedicarboxylate Related Search:

N-BOC-cis-4-fluoro-L-proline (2R,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid N-BOC-4,4-difluoro-L-proline BOC-TRANS-4-FLUORO-L-PROLINE METHYL ESTER N-Boc-4,4-difluoro-L-proline methyl ester D-Proline L-Proline

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1-(1,1-Dimethylethyl) (2S,4R)-4-fluoro-1,2-pyrrolidinedicarboxylate synthesis

1-(1,1-Dimethylethyl) (2S,4R)-4-fluoro-1,2-pyrrolidinedicarboxylate Related Search: