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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901221Generated: October 31, 2026

Sodium cyanoborohydride → N-[2-(4-Methoxycarbonylmethylphenoxy)-1(R)-methylethyl]-2(R)-t-butyldimethylsilyloxy-2-(3-chlorophenyl)ethanamine

https://huagongshe.com/reaction/1901221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant(R)-2-[(tert-Butyldimethylsilyl)oxy]-2-(3-chlorophenyl)acetaldehydeHCID 11129841—
ReactantMethyl 4-[2(R)-amino-1-propoxy]phenylacetateHCID 22867083—
SolventMethanolHCID 887—
ProductN-[2-(4-Methoxycarbonylmethylphenoxy)-1(R)-methylethyl]-2(R)-t-butyldimethylsilyloxy-2-(3-chlorophenyl)ethanamineHCID 22873128—

Reaction Steps

Following a procedure similar to that described in Preparation 29, but using 5.2 g of (R)-α-t-butyl-dimethylsilyloxy-α-(3-chlorophenyl)acetaldehyde (prepared as described in Preparation 49), 4.24 g of methyl 4-[2(R)-amino-1-propoxy]phenylacetate (prepared as described in Preparation 27), 50 ml of absolute methanol and 3.4 g of sodium cyanoborohydride, the title compound was obtained having an Rf=0.20 (thin layer chromatography over silica gel, using a 1:4 by volume mixture of ethyl acetate and hexane as the developing solvent).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576340
Source datasetuspto-grants-1996_11
ORD IDord-2c2a0dde8d27460bb9d3947acb4a6707
Source noteuspto-grants-1996_11