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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1533280Generated: October 25, 2026

N-[(2RS,3RS)-2-(2-benzyloxyphenylmethyl)-3-cyclohexyl-3 hydroxypropionyl]-L-tryptophan benzyl ester → N-[(2RS,3RS)-3-cyclohexyl-3-hydroxy-2-(2-hydroxyphenylmethyl)propionyl]-L-tryptophan

https://huagongshe.com/reaction/1533280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[(2RS,3RS)-2-(2-benzyloxyphenylmethyl)-3-cyclohexyl-3 hydroxypropionyl]-L-tryptophan benzyl esterHCID 70244716—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductN-[(2RS,3RS)-3-cyclohexyl-3-hydroxy-2-(2-hydroxyphenylmethyl)propionyl]-L-tryptophanHCID 70247617118.4%

Reaction Steps

To a solution of N-[(2RS,3RS)-2-(2-benzyloxyphenylmethyl)-3-cyclohexyl-3-hydroxypropionyl]-L-tryptophan benzyl ester (150 mg) in methanol (3 ml) was added 10% palladium on carbon (45 mg) and the mixture was stirred under hydrogen atmosphere for 3 hours. The mixture was filtered and the filtrate was evaporated under reduced pressure to give N-[(2RS,3RS)-3-cyclohexyl-3-hydroxy-2-(2-hydroxyphenylmethyl)propionyl]-L-tryptophan (128 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06207686B1
Source datasetuspto-grants-2001_03
ORD IDord-293f5a0406cd43db8ace6b94bf00a484
Source noteuspto-grants-2001_03