(6R-trans)-3-<<6-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methoxycarbonyl>hexyl>cyclobutane-1,1-dicarboxylic acid bis(p-methoxybenzyl) ester

Base Information

• Chemical Name: (6R-trans)-3-<<6-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methoxycarbonyl>hexyl>cyclobutane-1,1-dicarboxylic acid bis(p-methoxybenzyl) ester
• CAS No.: 151630-83-0
• Molecular Formula: C₅₈H₆₀N₂O₁₃S
• Molecular Weight: 1025.19
• Mol file: 151630-83-0.mol

Synonyms:(6R-trans)-3-<<6-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methoxycarbonyl>hexyl>cyclobutane-1,1-dicarboxylic acid bis(p-methoxybenzyl) ester

Chemical Property of (6R-trans)-3-<<6-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methoxycarbonyl>hexyl>cyclobutane-1,1-dicarboxylic acid bis(p-methoxybenzyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R-trans)-3-<<6-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methoxycarbonyl>hexyl>cyclobutane-1,1-dicarboxylic acid bis(p-methoxybenzyl) ester

There total 12 articles about (6R-trans)-3-<<6-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methoxycarbonyl>hexyl>cyclobutane-1,1-dicarboxylic acid bis(p-methoxybenzyl) ester 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:

8-Bromo-1-octene (2695-48-9) → (6R-trans)-3-<<6-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methoxycarbonyl>hexyl>cyclobutane-1,1-dicarboxylic acid bis(p-methoxybenzyl) ester (151630-83-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) NaH / 1.) THF, -20 deg C, 5 min, 2.) THF, from 55 to 60 deg C, 2 d

2: 98 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 0.5 h / Ambient temperature

3: 81 percent / Et₃N, DMAP / CH₂Cl₂ / 48 h / Ambient temperature

4: 52 percent / sodium bis(trimethylsilyl)amide / dioxane / 16 h / Heating

5: 1.) O₃, 2.) dimethyl sulfide, Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, from -78 deg C to 0 deg C, 70 min

6: 2-methyl-2-butene, NaH₂PO₄*H₂O, NaClO₂ / 2-methyl-propan-2-ol / 0.5 h / Ambient temperature

7: 1.) DCC, DMAP, 2.) m-chloroperbenzoic acid / 1.) CH₂Cl₂, RT, overnight, 2.) EtOAc, 0 deg C, 3 h

With dmap; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; dimethylsulfide; sodium hexamethyldisilazane; sodium hydride; ozone; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; tert-butyl alcohol;

DOI:10.1139/v93-119

Reference yield:

(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (15690-38-7) → (6R-trans)-3-<<6-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methoxycarbonyl>hexyl>cyclobutane-1,1-dicarboxylic acid bis(p-methoxybenzyl) ester (151630-83-0)

Guidance literature:

Multi-step reaction with 3 steps

1: acetone / 1 h / 0 °C

2: ethyl acetate / 2 h / Ambient temperature

3: 1.) DCC, DMAP, 2.) m-chloroperbenzoic acid / 1.) CH₂Cl₂, RT, overnight, 2.) EtOAc, 0 deg C, 3 h

With dmap; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In ethyl acetate; acetone;

DOI:10.1139/v93-119

Reference yield:

3-hydroxymethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (28240-15-5) → (6R-trans)-3-<<6-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methoxycarbonyl>hexyl>cyclobutane-1,1-dicarboxylic acid bis(p-methoxybenzyl) ester (151630-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyl acetate / 2 h / Ambient temperature

2: 1.) DCC, DMAP, 2.) m-chloroperbenzoic acid / 1.) CH₂Cl₂, RT, overnight, 2.) EtOAc, 0 deg C, 3 h

With dmap; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In ethyl acetate;

DOI:10.1139/v93-119

upstream raw materials:

(6R,7R)-benzhydryl 3-(hydroxymethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

3-(6-carboxyhexyl)cyclobutane-1,1-dicarboxylic acid bis(p-methoxybenzyl) ester

8-Bromo-1-octene

(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Downstream raw materials:

(6R-trans)-3-<<6-(2-benzhydryloxycarbonyl-8-oxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methoxycarbonyl>hexyl>cyclobutane-1,1-dicarboxylic acid bis(p-methoxybenzyl) ester