(2S-trans)-N-<2-(acetyloxy)-4-oxo-3-azetidinyl>benzeneacetamide

Base Information

• Chemical Name: (2S-trans)-N-<2-(acetyloxy)-4-oxo-3-azetidinyl>benzeneacetamide
• CAS No.: 85027-68-5
• Molecular Formula: C₁₃H₁₄N₂O₄
• Molecular Weight: 262.265
• Mol file: 85027-68-5.mol

Synonyms:(2S-trans)-N-<2-(acetyloxy)-4-oxo-3-azetidinyl>benzeneacetamide

Chemical Property of (2S-trans)-N-<2-(acetyloxy)-4-oxo-3-azetidinyl>benzeneacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S-trans)-N-<2-(acetyloxy)-4-oxo-3-azetidinyl>benzeneacetamide

There total 12 articles about (2S-trans)-N-<2-(acetyloxy)-4-oxo-3-azetidinyl>benzeneacetamide 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: 98.0%

(3S,4S)-3-N-(Benzyloxycarbonyl)-3-N-(phenylacetoxy)amino-4-acetoxyazetidin-2-one (269742-76-9) → (2S-trans)-N-<2-(acetyloxy)-4-oxo-3-azetidinyl>benzeneacetamide (85027-68-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1055/s-2000-6260

Reference yield: 80.0%

trans-(4S)-acetoxy-1-(1-benzyloxycarbonyl-2-methylpropenyl)-(3S)-phenylacetamidoazetidin-2-one (106847-31-8) → (2S-trans)-N-<2-(acetyloxy)-4-oxo-3-azetidinyl>benzeneacetamide (85027-68-5)

Guidance literature:

trans-(4S)-acetoxy-1-(1-benzyloxycarbonyl-2-methylpropenyl)-(3S)-phenylacetamidoazetidin-2-one; With ozone; In methanol; dichloromethane; at -78 ℃; for 2h;

With dimethylsulfide; In methanol; dichloromethane; at 20 ℃;

DOI:10.5012/bkcs.2013.34.1.121

Reference yield: 37.0%

(2S,3S)-1-(2-methylprop-1-en-1-yl)-4-oxo-3-(2-phenylacetamido)azetidin-2-yl acetate (39650-23-2) → (2S-trans)-N-<2-(acetyloxy)-4-oxo-3-azetidinyl>benzeneacetamide (85027-68-5)

Guidance literature:

(2S,3S)-1-(2-methylprop-1-en-1-yl)-4-oxo-3-(2-phenylacetamido)azetidin-2-yl acetate; With ozone; In dichloromethane; water; at -78 ℃; for 0.25h;

With dimethylsulfide; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1039/c5md00340g

upstream raw materials:

amino-4-acetoxy-azetidin-2-one

phenylacetyl chloride

(3S,4S)-3-N-(Benzyloxycarbonyl)-3-N-(phenylacetoxy)amino-4-acetoxyazetidin-2-one

(3S)-3-N-(Benzyloxycarbonyl)-3-N-(phenylacetoxy)aminoazetidin-2-one

Downstream raw materials:

(2R-trans)-<4-oxo-3<(phenylacetyl)amino>-2-azetidinyl>(phenylthio)propanedioic acid dimethyl ester

(3S,4S)-4-acetoxy-3-phenylacetamido-1-tert-butyldi methylsilyl-azetidin-2-one

cis-(4R)-t-butylthio-1-ethoxycarbonylmethyl-(3R)-phenylacetamidoazetidin-2-one

C₁₇H₂₁N₂O₄S^(1-)*K⁽¹⁺⁾