α-[2-Chloro-1-hydroxy-1-(hydroxyMethyl)ethyl]-7-oxo-3-phenyl-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic Acid DiphenylMethyl Ester

Base Information

• Chemical Name: α-[2-Chloro-1-hydroxy-1-(hydroxyMethyl)ethyl]-7-oxo-3-phenyl-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic Acid DiphenylMethyl Ester
• CAS No.: 68313-69-9
• Molecular Formula: C₂₈H₂₅ClN₂O₆
• Molecular Weight: 520.969
• Mol file: 68313-69-9.mol

Synonyms:

Chemical Property of α-[2-Chloro-1-hydroxy-1-(hydroxyMethyl)ethyl]-7-oxo-3-phenyl-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic Acid DiphenylMethyl Ester

Chemical Property:

• Boiling Point: 775.2±60.0 °C(Predicted)
• PKA: 11.86±0.29(Predicted)
• Density: 1.39±0.1 g/cm3(Predicted)
• Solubility.: Chloroform, Methanol

Purity/Quality:

α-[2-Chloro-1-hydroxy-1-(hydroxymethyl)ethyl]-7-oxo-3-phenyl-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-aceticAcidDiphenylmethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: α-[2-Chloro-1-hydroxy-1-(hydroxymethyl)ethyl]-7-oxo-3-phenyl-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic Acid Diphenylmethyl Ester is an intermediate in the synthesis of oxacephem derived beta-lactam antibiotic that is particularly effective against gram-positive bacteria.

Technology Process of α-[2-Chloro-1-hydroxy-1-(hydroxyMethyl)ethyl]-7-oxo-3-phenyl-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic Acid DiphenylMethyl Ester

There total 2 articles about α-[2-Chloro-1-hydroxy-1-(hydroxyMethyl)ethyl]-7-oxo-3-phenyl-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic Acid DiphenylMethyl 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:

(R)-3-chloromethyl-2-((1R)-7-oxo-3-phenyl-(1rH,5cH)-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester (67977-79-1) → Diphenylmethyl-2-(1R,5S-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl)-3,4-dihydroxy-3-chlormethylbutyrat (68313-69-9,68539-34-4,68539-35-5)

Guidance literature:

With osmium(VIII) oxide; potassium chlorate; water; In tetrahydrofuran; at 25 ℃;

Reference yield:

→ Diphenylmethyl-2-(1R,5S-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl)-3,4-dihydroxy-3-chlormethylbutyrat (68313-69-9,68539-34-4,68539-35-5)

Guidance literature:

Diphenylmethyl-2-(1R,5S-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl)-3-chlormethyl-3-butenoat, OsO4;

Reference yield:

Diphenylmethyl-2-(1R,5S-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl)-3,4-dihydroxy-3-chlormethylbutyrat (68313-69-9,68539-34-4,68539-35-5) → (2R,3R,6R,7R)-7-Benzoylamino-3-chloromethyl-3-hydroxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester (77210-12-9) + (2R,3S,6R,7R)-7-Benzoylamino-3-chloromethyl-3-hydroxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester (77210-11-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 25 ℃; Yield given. Yields of byproduct given;

upstream raw materials:

(R)-3-chloromethyl-2-((1R)-7-oxo-3-phenyl-(1rH,5cH)-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester

Downstream raw materials:

(2R,3R,6R,7R)-7-Benzoylamino-3-chloromethyl-3-hydroxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

(2R,3S,6R,7R)-7-Benzoylamino-3-chloromethyl-3-hydroxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

(6R,7R)-7-Benzoylamino-3-chloromethyl-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

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