2-Azetidinone,4-(acetyloxy)-3-(1-methylethyl)-,(3S-trans)-(9CI)

Base Information

• Chemical Name: 2-Azetidinone,4-(acetyloxy)-3-(1-methylethyl)-,(3S-trans)-(9CI)
• CAS No.: 127127-61-1
• Molecular Formula: C₈H₁₃NO₃
• Molecular Weight: 171.196
• Mol file: 127127-61-1.mol

Synonyms:2-Azetidinone,4-(acetyloxy)-3-(1-methylethyl)-,(3S-trans)-(9CI)

Chemical Property of 2-Azetidinone,4-(acetyloxy)-3-(1-methylethyl)-,(3S-trans)-(9CI)

Chemical Property:

• PSA: 55.40000
• LogP: 0.60640

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Azetidinone,4-(acetyloxy)-3-(1-methylethyl)-,(3S-trans)-(9CI)

There total 23 articles about 2-Azetidinone,4-(acetyloxy)-3-(1-methylethyl)-,(3S-trans)-(9CI) 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: 86.0%

trans-4-acetoxy-3-isopropyl-1-(4-methoxyphenyl)azetidin-2-one (123003-79-2) → trans-4-acetoxy-3-isopropylazetidin-2-one (73660-77-2,127127-61-1)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 0 - 5 ℃; for 0.5h;

DOI:10.1021/jo00285a021

Reference yield: 82.0%

1-p-anisyl-3-isopropyl-4-acetoxy-2-azetidinone (123003-79-2,124156-29-2,124156-39-4,143902-59-4) → 3-isopropyl-4-acetoxy-2-azetidinone (82290-87-7,127127-61-1)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile;

DOI:10.1021/jo00289a035

Reference yield: 66.0%

4-acetoxy-3-(1-methylethylidene)-2-azetidinone (94492-87-2) → cis-4-acetoxy-3-(1-methylethyl)-2-azetidinone (127127-61-1)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate; for 12h; under 1551.4 Torr;

DOI:10.1021/jo00222a012

upstream raw materials:

isocyanate de chlorosulfonyle

3-methylbut-1-enyl acetate

1-p-anisyl-3-isopropyl-4-acetoxy-2-azetidinone

isovaleraldehyde

Refernces

• 1、 Andreoli, Patrizia,Cainelli, Gianfranco,Panunzio, Mauro,Bandini, Elisa,Martelli, Giorgio,Spunta, Giuseppe. "β-Lactams from Ester Enolates and Silylimines: Enantioselective Synthesis of the trans-Carbapenem Antibiotics (+)-PS-5 and (+)-PS-6". . p. 5984 - 5990. Retrieved 2007/10/02.
• 2、 Palomo, Claudio,Cossio, Fernando P.,Arrieta, Ana,Odriozola, Jose M.,Oiarbide, Mikel,Ontoria, Jesus M.. "The Reformatsky Type Reaction of Gilman and Speeter in the Preparation of Valuable β-Lactams in Carbapenem Synthesis: Scope and Synthetic Utility". . p. 5736 - 5745. Retrieved 2007/10/02.