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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 725599Generated: October 25, 2026

3-Benzyloxybenzyl bromide → 2(R)-isopropyl-3-(3-benzyloxyphenyl)-propanol

https://huagongshe.com/reaction/725599

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Benzyloxybenzyl bromideHCID 1502047—
Reactant3-Acetoxy-4-tert-butylbenzyl bromideHCID 21458757—
ReactantN-tert-butoxycabonyl-2(R)-methyl-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-hydroxyphenyl)-octanoic acid (N-butyl)-amideHCID 131719571—
SolventMethylenechloride HexaneHCID 21226440—
Product2(R)-isopropyl-3-(3-benzyloxyphenyl)-propanolHCID 22865734—

Reaction Steps

The N-tert-butoxycarbonyl-2(R)-methyl-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-hydroxyphenyl)-octanoic acid (N-butyl)amide used as starting material is prepared analogously to Example 5a)-5l), except that in step k) instead of 3-acetoxy-4-tert-butyl-benzyl bromide there is used 3-benzyloxy-benzyl bromide, so that in step i) 2(R)-isopropyl-3-(3-benzyloxy-phenyl)-propanol, Rf (dichloromethane/hexane=1:1)=0.19, is obtained directly.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05705658
Source datasetuspto-grants-1998_01
ORD IDord-d706b5d701dd471b87614fead785adf9
Source noteuspto-grants-1998_01