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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2294690Generated: October 31, 2026

L-Proline 1,1-dimethylethyl ester → 1-[[(RS)-2-(ethoxycarbonyl)-3-phenylpropyl]sulphonyl]-L-proline tert-butyl ester

https://huagongshe.com/reaction/2294690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-Proline 1,1-dimethylethyl esterHCID 6453108—
ReactantEthyl 2-benzyl-3-chlorosulphonylpropionateHCID 21475177—
SolventTriethylamineHCID 8471—
Product1-[[(RS)-2-(ethoxycarbonyl)-3-phenylpropyl]sulphonyl]-L-proline tert-butyl esterHCID 86751635—

Reaction Steps

In an analogous manner to that described above, by reacting ethyl 2-benzyl-3-chlorosulphonylpropionate with L-proline tert-butyl ester in the presence of triethylamine there is obtained 1-[[(RS)-2-(ethoxycarbonyl)-3-phenylpropyl]sulphonyl]-L-proline tert-butyl ester which is converted into (S)-α-[[[(S)-2-(tert-butyloxycarbonyl)-1-pyrrolidinyl]sulphonyl]methyl]hydrocinnamic acid by enzymatic hydrolysis using α-chymotrypsin.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05688946
Source datasetuspto-grants-1997_11
ORD IDord-e4b0652b12c94695aeef1e884e7e5917
Source noteuspto-grants-1997_11