Sodium Sulfide → HCID 18645313, compound

HRID 1003956Notes

Reaction equation

HRID 1003956 reaction equation
C[O:2][C:3](=[O:26])[C@H:4]([CH2:21][C:22]([O:24]C)=[O:23])[NH:5][C:6](=[O:20])[CH:7]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:8][S:9]C(=O)C.[S-2].[Na+].[Na+]>>[CH2:13]([CH:7]([CH2:8][SH:9])[C:6]([NH:5][C@H:4]([C:3]([OH:26])=[O:2])[CH2:21][C:22]([OH:24])=[O:23])=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 14804Sodium SulfideHCID 57158005HCID 57158005, compound

Product 1

HCID 18645313HCID 18645313, compound

Procedure

Prepared by Method C of Example 19 but utilising N-(S-acetyl-2'-benzyl-3'-mercaptopropionyl)aspartic acid dimethyl ester and stirring with sodium sulphide for 3 hours. This afforded the title compound as a clear oil, an approximately equimolar mixture of diastereoisomers.

Workup

  1. customPrepared by Method C of Example 19

Sources & evidence

ORD record
ord-b5af866be01a4406a64c95a12ef88dd4
Source dataset
uspto-grants-2000_04
Patent number
US06048852

Reaction notes

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