HCID 131712999, compound → (3S)-3-Amino-2-oxoazetidine-1-sulfonic acid

HRID 851628Notes

Reaction equation

HRID 851628 reaction equation
C([N+](CCCC)(CCCC)CCCC)CCC.C(OC([NH:25][C@H:26]1[CH2:29][N:28]([S:30]([O-:33])(=[O:32])=[O:31])[C:27]1=[O:34])=O)(C)(C)C>C(O)=O.C(Cl)Cl>[NH2:25][C@H:26]1[CH2:29][N:28]([S:30]([OH:33])(=[O:32])=[O:31])[C:27]1=[O:34]

Participants

4

Reactant 1

HCID 131712999HCID 131712999, compound

Product 1

HCID 13019096(3S)-3-Amino-2-oxoazetidine-1-sulfonic acidYield 51.9%

Reagents, catalysts & solvents 2

HCID 284Formic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

(S)-3-[(t-Butoxycarbonyl)amino]-2-oxo-1-azetidinesulfonic acid, tetra-n-butylammonium salt (3.06 g) is dissolved in 18 ml of 97% formic acid, stirred for 4 hours, diluted with methylene chloride, filtered, washed and dried to give 0.52 g of the title compound; melting point 208°-210° C., dec.; [α]D21 =-39.9[c=2, water].

Workup

  1. filtrationfiltered
  2. washwashed
  3. customdried

Sources & evidence

ORD record
ord-5f106eb708aa413abdde6e2582db6fe2
Source dataset
uspto-grants-1983_05
Patent number
US04386034

Reaction notes

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