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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863237Generated: October 29, 2026

Magnesium → 10-Benzyloxy-6(S)-tert-butoxycarbonylamino-5(S)-hydroxy-3(R,S)-isopropyl-8,8-dimethyldec-1-ene

https://huagongshe.com/reaction/863237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMagnesiumHCID 5462224—
Reactant(RS)-2-isopropyl-3-butenyl bromideHCID 10631133—
Reactant6-Benzyloxy-2(S)-tert-butoxycarbonylamino-4,4-dimethyl-hexanalHCID 22882579—
Product10-Benzyloxy-6(S)-tert-butoxycarbonylamino-5(S)-hydroxy-3(R,S)-isopropyl-8,8-dimethyldec-1-eneHCID 22882344—

Reaction Steps

88.5 g of 1-bromo-2(R,S)-isopropyl-3-butene, 13 g of magnesium powder and 41.9 g of 6-benzyloxy-2(S)-tert-butoxycarbonylamino-4,4-dimethyl-hexanal are reacted in a manner analogous to that described in Example 37f). Purification is carried out by FC over 1 kg of silica gel (mobile phases G and E): Rf (3:1 mixture of toluene and ethyl acetate)=0.47; Rt (I)=33.8/34.2 min; FAB-MS: (M+H)+ =520.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05719141
Source datasetuspto-grants-1998_02
ORD IDord-e2b1cb1c09e448dbaad75763a816e9cc
Source noteuspto-grants-1998_02