p-methoxybenzyl (Z)-3-chloro-4-{[(p-methylphenyl)sulfonyl]oxy}-2-{2-oxo-3-(phenylacetamido)-4-[(phenylsulfonyl)thio]azetidin-1-yl}-2-butenoate

Base Information

• Chemical Name: p-methoxybenzyl (Z)-3-chloro-4-{[(p-methylphenyl)sulfonyl]oxy}-2-{2-oxo-3-(phenylacetamido)-4-[(phenylsulfonyl)thio]azetidin-1-yl}-2-butenoate
• CAS No.: 183194-06-1
• Molecular Formula: C₃₆H₃₃ClN₂O₁₀S₃
• Molecular Weight: 785.316
• Mol file: 183194-06-1.mol

Synonyms:p-methoxybenzyl (Z)-3-chloro-4-{[(p-methylphenyl)sulfonyl]oxy}-2-{2-oxo-3-(phenylacetamido)-4-[(phenylsulfonyl)thio]azetidin-1-yl}-2-butenoate

Chemical Property of p-methoxybenzyl (Z)-3-chloro-4-{[(p-methylphenyl)sulfonyl]oxy}-2-{2-oxo-3-(phenylacetamido)-4-[(phenylsulfonyl)thio]azetidin-1-yl}-2-butenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methoxybenzyl (Z)-3-chloro-4-{[(p-methylphenyl)sulfonyl]oxy}-2-{2-oxo-3-(phenylacetamido)-4-[(phenylsulfonyl)thio]azetidin-1-yl}-2-butenoate

There total 1 articles about p-methoxybenzyl (Z)-3-chloro-4-{[(p-methylphenyl)sulfonyl]oxy}-2-{2-oxo-3-(phenylacetamido)-4-[(phenylsulfonyl)thio]azetidin-1-yl}-2-butenoate 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: 9.0%

(E)-2-((2R,3R)-2-Benzenesulfonylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-4-chloro-3-hydroxy-but-2-enoic acid 4-methoxy-benzyl ester (131857-34-6) + p-toluenesulfonyl chloride (98-59-9) → (E)-2-((2R,3R)-2-Benzenesulfonylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-4-chloro-3-(toluene-4-sulfonyloxy)-but-2-enoic acid 4-methoxy-benzyl ester (186527-79-7) + p-methoxybenzyl (Z)-3-chloro-4-{[(p-methylphenyl)sulfonyl]oxy}-2-{2-oxo-3-(phenylacetamido)-4-[(phenylsulfonyl)thio]azetidin-1-yl}-2-butenoate (183194-06-1)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 0 ℃; for 2h;

DOI:10.1021/jo970051n

Reference yield: 47.0%

p-methoxybenzyl (Z)-3-chloro-4-{[(p-methylphenyl)sulfonyl]oxy}-2-{2-oxo-3-(phenylacetamido)-4-[(phenylsulfonyl)thio]azetidin-1-yl}-2-butenoate (183194-06-1) → 3-methylene-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxybenzyl ester (139371-98-5) + 3-Norcephalosporin

Guidance literature:

With bismuth(III) chloride; aluminium; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;

DOI:10.1021/jo970051n

Reference yield:

p-methoxybenzyl (Z)-3-chloro-4-{[(p-methylphenyl)sulfonyl]oxy}-2-{2-oxo-3-(phenylacetamido)-4-[(phenylsulfonyl)thio]azetidin-1-yl}-2-butenoate (183194-06-1) → 3-methylene-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxybenzyl ester (139371-98-5) + 3-Norcephalosporin + p-methoxybenzyl (Z)-3-chloro-2-{2-oxo-3-(phenylacetamido)-4-[(phenylsulfonyl)thio]azetidin-1-yl}-2-butenoate

Guidance literature:

With bismuth(III) chloride; aluminium; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;

DOI:10.1021/jo970051n

upstream raw materials:

(E)-2-((2R,3R)-2-Benzenesulfonylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-4-chloro-3-hydroxy-but-2-enoic acid 4-methoxy-benzyl ester

p-toluenesulfonyl chloride

Downstream raw materials:

3-methylene-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxybenzyl ester

2-((2R,3R)-2-Benzenesulfonylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-buta-2,3-dienoic acid 4-methoxy-benzyl ester

3-chloro-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxybenzyl ester

8-oxo-7-phenylacetylamino-3-(toluene-4-sulfonyloxy)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxybenzyl ester