Methanol → HCID 178501524, compound

HRID 840790Notes

Reaction equation

HRID 840790 reaction equation
[NH:1]=[C:2]([NH:16][CH2:17][NH:18][S:19]([C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=1)(=[O:21])=[O:20])[CH2:3][CH2:4][C@@H:5]1[NH:10][CH2:9][CH2:8][N:7]([CH2:11][C:12]([OH:14])=[O:13])[C:6]1=[O:15].S(Cl)(Cl)=O.[CH3:33]O>>[CH3:33][O:13][C:12](=[O:14])[CH2:11][N:7]1[CH2:8][CH2:9][NH:10][C@@H:5]([CH2:4][CH2:3][C:2]([NH:16][CH2:17][NH:18][S:19]([C:22]2[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=2)(=[O:20])=[O:21])=[NH:1])[C:6]1=[O:15]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 178427488HCID 178427488, compound

Product 1

HCID 178501524HCID 178501524, compoundYield 100%

Procedure

A solution of the compound of Example 15 (198 mg) in MeOH at 0° C., was treated with excess thionyl chloride (20 eq). The mixture was stirred at room temperature overnight and evaporated to give the title compound (100% yield).

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-baf42c2a35c04f059aeb15383522106d
Source dataset
uspto-grants-2002_04
Patent number
US06369063B1

Reaction notes

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