(2S)-2-Amino-3-(3,4,5-trimethoxyphenyl)propanoic acid → (2S)-2-(((tert-butoxy)carbonyl)amino)-3-(3,4,5-trimethoxyphenyl)propanoic acid

HRID 1765945Notes

Reaction equation

HRID 1765945 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH3:23])[C:15]=1OC)[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].N[C@@H](CC1C=C(OC)C(OC)=C(OC)C=1)[C:28](O)=[O:29]>>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:13][C:14]1[CH:15]=[C:16]([O:22][CH3:23])[C:17]([O:20][CH3:21])=[C:18]([O:29][CH3:28])[CH:19]=1)[C:10]([OH:12])=[O:11])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 21107851(2S)-2-Amino-3-(3,4,5-trimethoxyphenyl)propanoic acidHCID 60024443(S)-2-Tert-butoxycarbonylamino-3-(2,3,4-trimethoxy-phenyl)-propionic acid

Product 1

HCID 12146514(2S)-2-(((tert-butoxy)carbonyl)amino)-3-(3,4,5-trimethoxyphenyl)propanoic acid

Procedure

The title compound is synthesised as described for (S)-2-tert-Butoxycarbonylamino-3-(2,3,4-trimethoxy-phenyl)-propionic acid (Example 3) but starting from (S)-2-Amino-3-(3,4,5-trimethoxy-phenyl)-propionic acid.

Sources & evidence

ORD record
ord-c367ae36c59b4ecab5431397f4b6ec6b
Source dataset
uspto-grants-2007_06
Patent number
US07229617B2

Reaction notes

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