Methanol → Z-Ala-DL-Ala-CO2Bzl

HRID 1757131

반응식

HRID 1757131 반응식
[NH:1]([C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[C@H:2]([C:4]([NH:6][C@H:7]([C:9]([OH:11])=O)[CH3:8])=[O:5])[CH3:3].[CH2:22]([O:29][CH2:30]C1C=CC=CC=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[Na].C(Cl)(Cl)Cl.C[OH:43]>C(O)C1C=CC=CC=1>[NH:1]([C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[C@H:2]([C:4]([NH:6][CH:7]([C:9]([C:30]([O:29][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:43])=[O:11])[CH3:8])=[O:5])[CH3:3]

참가 물질

6

반응물 4

HCID 887MethanolHCID 6212ChloroformHCID 7009583N-((Phenylmethoxy)carbonyl)-L-alanyl-L-alanineHCID 66729449HCID 66729449, 화합물

생성물 1

HCID 131719093Z-Ala-DL-Ala-CO2Bzl수율 36%

시약·촉매·용매 1

HCID 244Benzyl Alcohol용매

실험 절차

This compound was prepared from Z-Ala-Ala-OH in 36% yield by the procedure described in Example PKC1, except that benzyl oxalyl chloride was used in the Dakin-West reaction and sodium benzyloxide in benzyl alcohol was used for enol ester hydrolysis; single spot on tlc, Rf2 =0.55 (CHCl3 :MeOH=9:1); MS, m/e=413 (M+ +1). Anal. Calcd. for C22H24O6N2 : C, 64.06; H, 5.87; N, 6.79. Found: C, 63.79; H, 5.95; N, 6.72.

출처 및 근거

ORD 기록
ord-2062a94c31694d87a79770575ac3d774
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05444042

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