p-Toluenesulfonic acid → HCID 86696601, compound

HRID 404263Notes

Reaction equation

HRID 404263 reaction equation
[C:1]([O:9][C:10]([CH3:49])([CH3:48])[C:11]([O:13][C:14]1[CH:15]=[C:16]([CH2:35][C@H:36]([NH:40]C(OC(C)(C)C)=O)[C:37]([OH:39])=[O:38])[CH:17]=[CH:18][C:19]=1[O:20][C:21](=[O:34])[C:22]([CH3:33])([O:24][C:25](=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH3:23])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:50]1([CH3:60])[CH:55]=[CH:54][C:53]([S:56]([OH:59])(=[O:58])=[O:57])=[CH:52][CH:51]=1>>[S:56]([C:53]1[CH:54]=[CH:55][C:50]([CH3:60])=[CH:51][CH:52]=1)([OH:59])(=[O:58])=[O:57].[NH2:40][C@@H:36]([CH2:35][C:16]1[CH:17]=[CH:18][C:19]([O:20][C:21](=[O:34])[C:22]([CH3:23])([O:24][C:25](=[O:32])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH3:33])=[C:14]([O:13][C:11](=[O:12])[C:10]([O:9][C:1](=[O:8])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)([CH3:49])[CH3:48])[CH:15]=1)[C:37]([OH:39])=[O:38]

Participants

3

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 67952170HCID 67952170, compound

Product 1

HCID 86696601HCID 86696601, compound

Procedure

Method 1 is a method in which after (2S)-3-(3,4-bis((2-(benzoyloxy)-2-methylpropanoyl)oxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid is subjected to a deprotection reaction using p-toluenesulfonic acid, a solvate of (2S)-2-amino-3-(3,4-bis((2-(benzoyloxy)-2-methylpropanoyl)oxy)phenyl)propanoic acid tosylate is produced without performing an isolation operation, followed by drying by heating under reduced pressure, whereby a type A crystal is produced.

Workup

  1. customis subjected to a deprotection reaction

Sources & evidence

ORD record
ord-f032b3ff29974bc9b669de967e64ba36
Source dataset
uspto-grants-2014_06
Patent number
US08748485B2

Reaction notes

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