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

Base Information

• Chemical Name: (6R,7R)-methyl 3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS No.: 10209-06-0
• Molecular Formula: C₁₇H₁₈N₂O₅S
• Molecular Weight: 362.406
• Mol file: 10209-06-0.mol

Synonyms:(6R,7R)-methyl 3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Chemical Property of (6R,7R)-methyl 3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,7R)-methyl 3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

There total 14 articles about (6R,7R)-methyl 3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 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: 88.4%

methyl (2R,3R)-2-(benzothiazol-2'-yldithio)-α-isopropenyl-4-oxo-3-phenoxyacetylaminoazetidine-1-acetate (40578-84-5,57031-02-4) → (6R,7R)-methyl 3-methyl-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (10209-06-0)

Guidance literature:

With ammonium acetate; In tetrahydrofuran; dimethyl sulfoxide; at 5 - 10 ℃; for 22h;

Reference yield:

N,N-dimethylammonium chloride (506-59-2) + 2-[4-(benzthiazol-2-yldithio)-3-phenoxyacetamido-2-oxoazetidin-1-yl]-3-methylene-butyric acid methyl ester (40578-84-5) → (6R)-3-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester (10209-06-0,52725-89-0,66193-63-3)

Guidance literature:

In N,N-dimethyl acetamide;

Reference yield:

methyl 2-oxo-3-(2-phenoxyacetamido)-4-propylaminothio-α-isopropenyl-1-azetidineacetate (52802-87-6) + boron trifluoride diethyl etherate (109-63-7) → (6R)-3-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester (10209-06-0,52725-89-0,66193-63-3)

Guidance literature:

In dichloromethane;

upstream raw materials:

methyl 6β-phenoxyacetamidopenicillanate-1β-sulfoxide

methyl 6-phenoxyacetamidopenicillanate-1β-oxide

(R)-2-[(2R)-2r-ethoxycarbonylaminosulfanyl-4-oxo-3c-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-3-enoic acid methyl ester

methyl (2R,3R)-2-(benzothiazol-2'-yldithio)-α-isopropenyl-4-oxo-3-phenoxyacetylaminoazetidine-1-acetate

Downstream raw materials:

(6R)-4c-methoxy-3-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester

(9aR)-3-methyl-6,8-dioxo-9t-(2-phenoxy-acetylamino)-(9ar)-7,8,9,9a-tetrahydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-4-carboxylic acid methyl ester

(6R)-7c-methoxy-7t-(1-methoxy-2-phenoxy-ethylideneamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester

(6R)-2-ethoxycarbonylamino-3-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid methyl ester