Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → 3(R)-(t-butoxycarbonylamino)-N-(1(S)-hydroxymethyl-2,2-dimethyl-propyl)succinamic acid benzyl ester

HRID 382158

反応式

HRID 382158 の反応式
[CH2:1]([O:8][C:9](=[O:34])[CH2:10][C@@H:11]([NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[C:12]([NH:14][C@@H:15](CC1C=CC=CC=1)[CH2:16][O:17]C)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N[C@H:36](CO)[C:37](C)([CH3:39])[CH3:38].F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>>[CH2:1]([O:8][C:9](=[O:34])[CH2:10][C@@H:11]([NH:26][C:27]([O:29][C:30]([CH3:32])([CH3:33])[CH3:31])=[O:28])[C:12]([NH:14][C@H:15]([CH2:16][OH:17])[C:37]([CH3:39])([CH3:38])[CH3:36])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 3

HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 2734079(2S)-2-Amino-3,3-dimethyl-1-butanolHCID 53930465N-(1(S)-benzyl-2-methoxy-ethyl)-3(R)-(t-butoxycarbonylamino)succinamic acid benzyl ester

生成物 1

HCID 540525193(R)-(t-butoxycarbonylamino)-N-(1(S)-hydroxymethyl-2,2-dimethyl-propyl)succinamic acid benzyl ester収率 90%

実験手順

As described in Example 1(f) for the preparation of N-(1(S)-benzyl-2-methoxyethyl)-3(R)-(t-butoxycarbonylamino)succinamic acid benzyl ester, N-t-butoxycarbonyl-D-aspartic acid β-benzyl ester (1.00 g, 3.10 mmol) and L-t-leucinol (400 mg, 3.40 mrnol) were coupled with BOP to afford 1.20 g (90%) of 3(R)-(t-butoxycarbonylamino)-N-(1(S)-hydroxymethyl-2,2-dimethyl-propyl)succinamic acid benzyl ester as a white powder, mp 186-7° C.

出典と根拠

ORDレコード
ord-e446d43c98f048b9a762b118a2baadee
出典データセット
uspto-grants-2001_10
特許番号
US06306892B1

関連ノート

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