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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1441982Generated: October 29, 2026

Sodium borohydride → Benzyl [(1S)-4-[(tert-butoxycarbonyl)amino]-1-(2-hydroxyethyl)butyl]carbamate

https://huagongshe.com/reaction/1441982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 86601682HCID 86601682—
SolventWaterHCID 962—
ProductBenzyl [(1S)-4-[(tert-butoxycarbonyl)amino]-1-(2-hydroxyethyl)butyl]carbamateHCID 53795716—

Reaction Steps

The filtrate of (3S)-3-{[(benzyloxy)carbonyl]amino}-6-[(tert -butoxycarbonyl) amino]hexanoyl methyl carbonate (Example Z1) is added dropwise to a suspension of 0.49 g (13.14 mmol) of sodium borohydride in 0.6 ml of water at 0° C. The mixture slowly warms to RT and is stirred overnight. The reaction solution is concentrated, and the residue is mixed with ethyl acetate and water. The organic phase is dried over magnesium sulfate, concentrated and dried under high vacuum. The crude product is reacted without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07655643B2
Source datasetuspto-grants-2010_02
ORD IDord-172f78a93a8a4a7c90bfeba6d01894eb
Source noteuspto-grants-2010_02