(2S,3S)-4-benzyloxy-2,3-epoxy-1-butanol tert-butyldimethylsilyl ether → 3-Tolylmethyl-2-butanol

반응식

[Si](O[CH2:9][C@@H:10]1[O:21][C@H:11]1[CH2:12]OCC1C=CC=CC=1)(C(C)(C)C)(C)C.[C:22]1([CH3:31])[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][Mg]Br)[CH:23]=1>>[C:22]1([CH3:31])[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][CH2:12][CH:11]([OH:21])[CH2:10][CH3:9])[CH:23]=1

참가 물질

반응물 2

HCID 15708218(2S,3S)-4-benzyloxy-2,3-epoxy-1-butanol tert-butyldimethylsilyl ether

HCID 178425036HCID 178425036, 화합물

생성물 1

HCID 538332183-Tolylmethyl-2-butanol

실험 절차

325 mg of (2S,3S)-4-benzyloxy-2,3-epoxy-1-butanol tert-butyldimethylsilyl ether obtained in Example 53. was subjected to Grignard reaction in the same manner as in Example 53 by using 3-tolylmethyl magnesium bromide (0.8M diethyl ether solution). The product was purificated by silica gel column chromatography to obtain 210 mg of (2R,3R)-4-benzyloxy-1-tert-butyldimethylsilyloxy-3-(3-tolylmethyl-2-butanol as colorless oily substance.

후처리

customwas subjected to Grignard reaction in the same manner as in Example 53

출처 및 근거

ORD 기록: ord-fd0c4196f4d94d3695ed816773c94fea
출처 데이터셋: uspto-grants-1996_01
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05481036

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