1-Azetidinesulfonic acid, 2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-, monopotassium salt, (S)-

Base Information

• Chemical Name: 1-Azetidinesulfonic acid, 2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-, monopotassium salt, (S)-
• CAS No.: 80082-84-4
• Molecular Formula: C11H12N2O6S.K
• Molecular Weight: 338.382
• Mol file: 80082-84-4.mol

Synonyms:

Chemical Property of 1-Azetidinesulfonic acid, 2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-, monopotassium salt, (S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Azetidinesulfonic acid, 2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-, monopotassium salt, (S)-

There total 7 articles about 1-Azetidinesulfonic acid, 2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-, monopotassium salt, (S)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(3S)-(benzyloxycarbonyl)amino-2-oxo-azetidine-1-sulfonic acid, pyridinium salt (80082-83-3) → (3S)-(benzyloxycarbonyl)amino-2-azetidine-1-sulfonic acid, potassium salt (80082-84-4)

Guidance literature:

With potassium dihydrogenphosphate; In water; at 0 ℃; pH=5.5;

DOI:10.1016/S0040-4020(01)92151-9

Reference yield:

chlorosulfonate de trimethylsilyle (4353-77-9) + potassium 2-ethylhexanoate + N-(trimethylsilyl)trifluoroacetamide (55982-15-5) + (S)-(2-Oxo-3-azetidinyl)carbamic acid,phenylmethyl ester (59511-72-7) → (3S)-(benzyloxycarbonyl)amino-2-azetidine-1-sulfonic acid, potassium salt (80082-84-4)

Guidance literature:

In diethyl ether; water; acetonitrile; butan-1-ol;

Reference yield:

(3S)-(benzyloxycarbonyl)amino-1-trimethylsilyl-2-azetidinone (86041-08-9) → (3S)-(benzyloxycarbonyl)amino-2-azetidine-1-sulfonic acid, potassium salt (80082-84-4)

Guidance literature:

With potassium hydroxide; potassium dihydrogenphosphate; chlorosulfonate de trimethylsilyle; Yield given. Multistep reaction; 1) CH₂Cl₂ 0 deg C, 30 min, 2) H₂O, 20 min, pH=4-4.8;

DOI:10.1016/S0040-4020(01)92151-9

upstream raw materials:

(3S)-(benzyloxycarbonyl)amino-1-trimethylsilyl-2-azetidinone

(3S)-(benzyloxycarbonyl)amino-2-oxo-azetidine-1-sulfonic acid, pyridinium salt

benzyl N-[(3S)-2-oxoazetidin-3-yl]carbamate

(3S)-(benzyloxycarbonyl)amino-α-isopropyl-2-oxoazetidine-1-acetic acid

Downstream raw materials:

(3S)-2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-1-azetidinesulfonic acid,tetrabutylammonium salt

Refernces

• 1、 Cimarusti,Bonner,Breuer,et al.. "4-alkylated monobactams. Chiral synthesis and antibacterial activity". . p. 2577 - 2589. Retrieved 2007/10/02.