Pyridine → HCID 88705853, compound

HRID 1980234Notes

Reaction equation

HRID 1980234 reaction equation
[Si:1]([O:8][CH2:9][C:10]([S:12][C@H:13]1[N:16]([CH:17]([C:19]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=2)=[O:20])O)[C:15](=[O:32])[C@@H:14]1[C@H:33]([O:35][C:36]([O:38][CH2:39][C:40]1[CH:45]=[CH:44][C:43]([N+:46]([O-:48])=[O:47])=[CH:42][CH:41]=1)=[O:37])[CH3:34])=[O:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].N1C=CC=CC=1.S(Cl)([Cl:57])=O>O1CCCC1>[Si:1]([O:8][CH2:9][C:10]([S:12][C@H:13]1[N:16]([CH:17]([C:19]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=2)=[O:20])[Cl:57])[C:15](=[O:32])[C@@H:14]1[C@H:33]([O:35][C:36]([O:38][CH2:39][C:40]1[CH:45]=[CH:44][C:43]([N+:46]([O-:48])=[O:47])=[CH:42][CH:41]=1)=[O:37])[CH3:34])=[O:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 131714185HCID 131714185, compound

Product 1

HCID 88705853HCID 88705853, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.27 g of 4(R)-t-butyldimethylsilyloxyacetylthio-3(S)-[1(R)-p-nitrobenzyloxycarbonyloxyethyl]-1-(1-p-nitrobenzyloxycarbonyl-1-hydroxymethyl)-azetidin-2-one in 3 ml of anhydrous tetrahydrofuran was cooled at 0° C. 0.045 ml of pyridine and 0.03 ml of thionyl chloride were added. After 10 minutes the mixture was filtered.

Workup

  1. filtrationAfter 10 minutes the mixture was filtered

Sources & evidence

ORD record
ord-c5638b14bff347539d7035551d9cc8ab
Source dataset
uspto-grants-1985_04
Patent number
US04508649

Reaction notes

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