1-<3-chloro-1-(p-methoxybenzyloxycarbonyl)-2-(diphenylmethyloxy)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone

Base Information

• Chemical Name: 1-<3-chloro-1-(p-methoxybenzyloxycarbonyl)-2-(diphenylmethyloxy)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone
• CAS No.: 164201-46-1
• Molecular Formula: C₄₂H₃₇ClN₂O₈S₂
• Molecular Weight: 797.349
• Mol file: 164201-46-1.mol

Synonyms:

Chemical Property of 1-<3-chloro-1-(p-methoxybenzyloxycarbonyl)-2-(diphenylmethyloxy)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<3-chloro-1-(p-methoxybenzyloxycarbonyl)-2-(diphenylmethyloxy)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone

There total 2 articles about 1-<3-chloro-1-(p-methoxybenzyloxycarbonyl)-2-(diphenylmethyloxy)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone 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:

1-<3-chloro-2-hydroxy-2-hydroxymethyl-1-(p-methoxybenzyloxycarbonyl)-1-propyl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone → 1-<3-chloro-1-(p-methoxybenzyloxycarbonyl)-2-(diphenylmethyloxy)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone (164201-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / CuSO₄*5H₂O, HIO₄ / acetone; H₂O / 2.5 h / Ambient temperature

2: dioxane / 1.5 h / 40 °C

With copper(II) sulfate; periodic acid; In 1,4-dioxane; water; acetone;

DOI:10.1246/bcsj.68.1385

Reference yield:

1-<3-chloro-2-hydroxy-1-(p-methoxybenzyloxycarbonyl)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone (146340-02-5) + diazodiphenylmethane (908093-98-1) → 1-<3-chloro-1-(p-methoxybenzyloxycarbonyl)-2-(diphenylmethyloxy)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone (164201-46-1) + 1-<3-chloro-1-(p-methoxybenzyloxycarbonyl)-2-(diphenylmethyloxy)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone (164201-45-0)

Guidance literature:

In 1,4-dioxane; at 40 ℃; for 1.5h; Yield given. Yields of byproduct given;

DOI:10.1246/bcsj.68.1385

Reference yield: 7.0%

1-<3-chloro-1-(p-methoxybenzyloxycarbonyl)-2-(diphenylmethyloxy)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone (164201-46-1) → (6R,7R)-3-Benzhydryloxy-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester (164032-73-9)

Guidance literature:

With lead(II) bromide; aluminium; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1246/bcsj.68.1385

upstream raw materials:

1-<3-chloro-2-hydroxy-1-(p-methoxybenzyloxycarbonyl)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone

diazodiphenylmethane

Downstream raw materials:

(6R,7R)-3-Benzhydryloxy-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

p-methoxybenzyl 7β-phenylacetylamino-3-hydroxy-3-cephem-4-carboxylate