Sodium cyanoborohydride → N-[2-(4-Methoxycarbonylmethylphenoxy)-1(S)-methylethyl]-2(S)-t-butyldimehylsilyloxy-2-phenylethanamine

HRID 1901212노트

반응식

HRID 1901212 반응식
[Si:1]([O:8][C@@H:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH:10]=O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[NH2:18][C@@H:19]([CH3:33])[CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29]([O:31][CH3:32])=[O:30])=[CH:24][CH:23]=1.C([BH3-])#N.[Na+]>CO>[CH3:32][O:31][C:29]([CH2:28][C:25]1[CH:26]=[CH:27][C:22]([O:21][CH2:20][C@@H:19]([NH:18][CH2:10][C@@H:9]([O:8][Si:1]([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:2])[CH3:3])[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH3:33])=[CH:23][CH:24]=1)=[O:30]

참가 물질

5

반응물 3

HCID 5003444Sodium cyanoborohydrideHCID 11075902(S)-alpha-(t-Butyldimethylsilyloxy)-alpha-phenylacetaldehydeHCID 22867084Methyl 4-[2(S)-amino-1-propoxy]phenylacetate

생성물 1

HCID 22867088N-[2-(4-Methoxycarbonylmethylphenoxy)-1(S)-methylethyl]-2(S)-t-butyldimehylsilyloxy-2-phenylethanamine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Following a procedure similar to that described in Preparation 29, but using 1.5 g of (S)-α-(t-butyldimethylsilyloxy)-α-phenylacetaldehyde (prepared as described in Preparation 26), 1.1 g of methyl 4-[2(S)-amino-1-propoxy]phenylacetate (prepared as described in Preparation 28), 10 ml of absolute methanol and 950 mg of sodium cyanoborohydride, the title compound was obtained.

후처리

  1. customthat described in Preparation 29

출처 및 근거

ORD 기록
ord-a46b03fc76b142e692bfb57c3df94256
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05576340

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