Chlorosulfonyl isocyanate → Benzyl carbamate

HRID 1032846Notes

Reaction equation

HRID 1032846 reaction equation
[CH2:1]([O:8][C:9]([N:11]1CCC1=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClS(N=C=O)(=O)=O>C(OC(=O)C)C>[C:9](=[O:10])([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[NH2:11]

Participants

4

Reactant 2

HCID 70918Chlorosulfonyl isocyanateHCID 15682028HCID 15682028, compound

Product 1

HCID 12136Benzyl carbamate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Solution A 1.99 g benzyloxycarbonyl-azetidinon and 1.29 g chlorosulfonyl isocyanate were stirred for 1 hour in 50 ml ethylacetate at 5° C. A solution of (S)-[1-[[chlorosulfonyl)amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester was obtained.

Sources & evidence

ORD record
ord-609245ca7a3a424dbf262ec125449cb0
Source dataset
uspto-grants-1990_09
Patent number
US04959470

Reaction notes

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