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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863270Generated: October 29, 2026

3(R)-Benzyl-5(S)-[5-benzyloxy-1(S)-tert-butoxycarbonylamino-3,3-dimethyl-pentyl]-2-oxotetrahydrofuran → 2(R)-Benzyl-9-benzyloxy-5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-7,7-dimethyl-nonanoic acid (N-butyl)amide

https://huagongshe.com/reaction/863270

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3(R)-Benzyl-5(S)-[5-benzyloxy-1(S)-tert-butoxycarbonylamino-3,3-dimethyl-pentyl]-2-oxotetrahydrofuranHCID 67625456—
SolventButylamineHCID 8007—
Product2(R)-Benzyl-9-benzyloxy-5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-7,7-dimethyl-nonanoic acid (N-butyl)amideHCID 86752103—

Reaction Steps

A solution of 502 mg of 3(R)-benzyl-5(S)-[5-benzyloxy-1 (S)-tert-butoxycarbonylamino-3,3-dimethyl-pentyl]-2-oxo-tetrahydrofuran in 8.5 ml of butylamine is stirred at room temperature for 20 h and concentrated and the residue is purified by chromatography over silica gel (mobile phase A): Rf (A)=0.47; FAB-MS: (M+H)+ =569.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05719141
Source datasetuspto-grants-1998_02
ORD IDord-1056d6f3352f4f399fa81d600552f34d
Source noteuspto-grants-1998_02