D-Valinol → t-Butyl alpha-[6(R)-(1-ethoxycarbonyl-3-phenylpropylamino)-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl]acetate

HRID 256034

반응식

CC([C@@H](N)CO)C.[CH2:8]([O:10][C:11]([C@H:13]([NH:22][C@H:23]1[CH2:29][S:28][CH2:27][C@@H:26]([CH:30]([CH3:32])[CH3:31])[N:25]([CH2:33][C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[C:24]1=[O:41])[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:12])[CH3:9].C(OC([C@@H](N[C@H]1CSC[C@@H](C(C)C)N(CC(OC(C)(C)C)=O)C1=O)CCC1C=CC=CC=1)=O)C>>[CH2:8]([O:10][C:11]([CH:13]([NH:22][C@H:23]1[CH2:29][S:28][CH2:27][C@@H:26]([CH:30]([CH3:31])[CH3:32])[N:25]([CH2:33][C:34]([O:36][C:37]([CH3:38])([CH3:39])[CH3:40])=[O:35])[C:24]1=[O:41])[CH2:14][CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:12])[CH3:9]

참가 물질

반응물 3

HCID 6950587D-Valinol

HCID 18610539t-butyl alpha-{6(R)-[1(R)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate

HCID 18610542t-butyl alpha-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate

생성물 1

HCID 18610535t-Butyl alpha-[6(R)-(1-ethoxycarbonyl-3-phenylpropylamino)-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl]acetate

실험 절차

The procedure described in steps (a) to (h) of Example 1 was repeated, except that D-2-amino-3-methyl-1-butanol was used as the starting material. Two isomers (derived from the asymmetric carbon atom to which the phenethyl group is attached), that is t-butyl α-{6(R)-[1(R)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate (isomer A) and t-butyl α-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate (isomer B), were obtained as oils.

후처리

customwere obtained as oils

출처 및 근거

ORD 기록: ord-686dbb3fedf6428e97285fa330606d2a
출처 데이터셋: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04699905

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