Sodium cyanoborohydride → N-[2-(4-methoxycarbonylmethylphenoxy)-1(S)-methylethyl]-2(R)-t-butyldimethylsilyloxy-2-phenylethanamine

HRID 1901213ノート

反応式

HRID 1901213 の反応式
[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]

参加物

5

反応物 3

HCID 5003444Sodium cyanoborohydrideHCID 10933947(R)-alpha-(t-Butyldimethylsilyloxy)-alpha-phenylacetaldehydeHCID 22867084Methyl 4-[2(S)-amino-1-propoxy]phenylacetate

生成物 1

HCID 22867087N-[2-(4-methoxycarbonylmethylphenoxy)-1(S)-methylethyl]-2(R)-t-butyldimethylsilyloxy-2-phenylethanamine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Following a procedure similar to that described in Preparation 29, but using 750 mg of (R)-α-(t-butyldimethylsilyloxy)-α-phenylacetaldehyde (prepared as described in Preparation 25), 920 mg of methyl 4-[2(S)-amino-1-propoxy]phenylacetate (prepared as described in Preparation 28), 10 ml of absolute methanol and 500 mg of sodium cyanoborohydride, the title compound was obtained.

後処理

  1. customthat described in Preparation 29

出典と根拠

ORDレコード
ord-4b3a959b8daf425785ca797d7f5b5d54
出典データセット
uspto-grants-1996_11
特許番号
US05576340

反応ノート

読み込み中…