(6R,7R)-diphenylmethyl 7-[L-N-tert-butoxycarbonyl-2-phenylglycyl]amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

Base Information

Chemical Name:(6R,7R)-diphenylmethyl 7-[L-N-tert-butoxycarbonyl-2-phenylglycyl]amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate
CAS No.:655239-40-0
Molecular Formula:C₃₄H₃₅N₃O₅S₂
Molecular Weight:629.801
Hs Code.:

Synonyms:(6R,7R)-diphenylmethyl 7-[L-N-tert-butoxycarbonyl-2-phenylglycyl]amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

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Chemical Property of (6R,7R)-diphenylmethyl 7-[L-N-tert-butoxycarbonyl-2-phenylglycyl]amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

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Technology Process of (6R,7R)-diphenylmethyl 7-[L-N-tert-butoxycarbonyl-2-phenylglycyl]amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

There total 5 articles about (6R,7R)-diphenylmethyl 7-[L-N-tert-butoxycarbonyl-2-phenylglycyl]amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-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: 78.0%

: 2900-27-8
(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid

: 655239-39-7
(6R,7R)-diphenylmethyl 7-amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

: 655239-40-0
(6R,7R)-diphenylmethyl 7-[L-N-tert-butoxycarbonyl-2-phenylglycyl]amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

Guidance literature:: With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/jo035471t

Reference yield:

: 22252-43-3,26395-99-3,70287-30-8,72059-35-9
3-deacetyloxy-7-aminocephalosporanic acid

: 655239-40-0
(6R,7R)-diphenylmethyl 7-[L-N-tert-butoxycarbonyl-2-phenylglycyl]amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / sodium hydrogen carbonate / H₂O; dioxane / 20 °C

2: 50 percent / CH₂Cl₂ / 2 h

3: 74 percent / Lawesson's reagent / toluene / 20 h / 100 °C

4: 45 percent / toluenesulfonic acid hydrate / tetrahydrofuran; CH₂Cl₂ / 48 h / 20 °C

5: 78 percent / EDC / tetrahydrofuran / 0 - 20 °C

With Lawessons reagent; sodium hydrogencarbonate; toluene-4-sulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene;
DOI:10.1021/jo035471t

Reference yield:

: 77359-59-2
(6R,7R)-7-(tert-butyloxycarbonyl)amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylic acid

: 655239-40-0
(6R,7R)-diphenylmethyl 7-[L-N-tert-butoxycarbonyl-2-phenylglycyl]amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 50 percent / CH₂Cl₂ / 2 h

2: 74 percent / Lawesson's reagent / toluene / 20 h / 100 °C

3: 45 percent / toluenesulfonic acid hydrate / tetrahydrofuran; CH₂Cl₂ / 48 h / 20 °C

4: 78 percent / EDC / tetrahydrofuran / 0 - 20 °C

With Lawessons reagent; toluene-4-sulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo035471t