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

HRID 744791

반응식

HRID 744791 반응식
C(NC(=O)[C@H](C)C[C@H](O)[C@@H](NC(OC(C)(C)C)=O)C[C@@H](C(C)C)[CH2:13][C:14]1[CH:19]=CC=[C:16]([OH:20])[CH:15]=1)CCC.C(OC1C=C(C=CC=1C(C)(C)C)CBr)(=O)C.[CH2:51]([O:58][C:59]1[CH:60]=[C:61]([CH:64]=[CH:65][CH:66]=1)[CH2:62]Br)[C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1>ClCCl.CCCCCC>[CH:14]([C@@H:15]([CH2:62][C:61]1[CH:64]=[CH:65][CH:66]=[C:59]([O:58][CH2:51][C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)[CH:60]=1)[CH2:16][OH:20])([CH3:19])[CH3:13]

참가 물질

5

반응물 3

HCID 15020473-Benzyloxybenzyl bromideHCID 214587573-Acetoxy-4-tert-butylbenzyl bromideHCID 131719571N-tert-butoxycabonyl-2(R)-methyl-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-hydroxyphenyl)-octanoic acid (N-butyl)-amide

생성물 1

HCID 228657342(R)-isopropyl-3-(3-benzyloxyphenyl)-propanol

시약·촉매·용매 1

HCID 21226440Methylenechloride Hexane용매

실험 절차

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.

출처 및 근거

ORD 기록
ord-d19dc6469b77442f95cb8bb3599466b6
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05559111

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