(R)-[(tert-butoxycarbonyl)-[2-(tertbutyidimethylsilanyloxy)-2-(3-chlorophenyl)ethyl]amino}acetaldehyde → (R)-3'-[[2-[[2-(3-Chlorophenyl)-2-[[(tert-butyl)dimethylsilyl]oxy]ethyl][(tert-butoxy)carbonyl]amino]ethyl]amino]-[1,1'-biphenyl]-3,4-dicarboxylic acid dimethyl ester

HRID 1069096Notes

Reaction equation

HRID 1069096 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([NH2:21])[CH:16]=2)[CH:8]=[CH:9][C:10]=1[C:11]([O:13][CH3:14])=[O:12])=[O:4].[C:22]([O:26][C:27]([N:29]([CH2:47][CH:48]=O)[CH2:30][C@H:31]([O:39][Si:40]([C:43]([CH3:46])([CH3:45])[CH3:44])([CH3:42])[CH3:41])[C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([Cl:38])[CH:33]=1)=[O:28])([CH3:25])([CH3:24])[CH3:23]>>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([NH:21][CH2:48][CH2:47][N:29]([CH2:30][C@@H:31]([C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([Cl:38])[CH:33]=3)[O:39][Si:40]([C:43]([CH3:44])([CH3:45])[CH3:46])([CH3:42])[CH3:41])[C:27]([O:26][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:28])[CH:16]=2)[CH:8]=[CH:9][C:10]=1[C:11]([O:13][CH3:14])=[O:12])=[O:4]

Participants

3

Reactant 2

HCID 20666899(R)-[(tert-butoxycarbonyl)-[2-(tertbutyidimethylsilanyloxy)-2-(3-chlorophenyl)ethyl]amino}acetaldehydeHCID 541671593'-Amino-[1,1'-biphenyl]-3,4-dicarboxylic acid dimethyl ester

Product 1

HCID 69780599(R)-3'-[[2-[[2-(3-Chlorophenyl)-2-[[(tert-butyl)dimethylsilyl]oxy]ethyl][(tert-butoxy)carbonyl]amino]ethyl]amino]-[1,1'-biphenyl]-3,4-dicarboxylic acid dimethyl ester

Procedure

Electrospray MS (positive ion): (M+H) 697.6; from 3′-amino-[1,1′-biphenyl]-3,4-dicarboxylic acid dimethyl ester (580 mg) and (R)-[(tert-butoxycarbonyl)-[2-(tert-butyldimethylsilanoxy)-2-(3-chlorophenyl)ethyl]amino]-acetaldehyde (1.5 g).

Sources & evidence

ORD record
ord-f8e5cd38cd43480baa3a78dfff0dc1d9
Source dataset
uspto-grants-2001_06
Patent number
US06251925B1

Reaction notes

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