(4R,6R,7R)-4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

Base Information

Chemical Name:(4R,6R,7R)-4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester
CAS No.:86766-53-2
Molecular Formula:C₂₉H₂₆N₆O₄S₅
Molecular Weight:682.893
Hs Code.:

(4R,6R,7R)-4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

Synonyms:(4R,6R,7R)-4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

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Chemical Property of (4R,6R,7R)-4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

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Technology Process of (4R,6R,7R)-4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

There total 8 articles about (4R,6R,7R)-4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl 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: 51.0%

: 86784-84-1
2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-4-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-but-2-enoic acid benzyl ester

: 86766-53-2
(4R,6R,7R)-4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1021/jo00168a036

Reference yield:

: 86832-59-9
(R)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-3-enoic acid benzyl ester

: 86766-53-2
(4R,6R,7R)-4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 50 percent / NaCl, conc. H₂SO₄ / CHCl₃; H₂O / Ambient temperature; 1) electrolysis, Pt electrodes, undivided cell, 10 mA/cm², 15 F/mol, 2) electrolysis 5 F/mol, irradiation

2: 96 percent / Zn powder, AcOH / CH₂Cl₂ / 0.5 h / 0 °C

3: 86 percent / Et₃N / CH₂Cl₂ / 2 h / 5 - 15 °C

4: 77 percent / Et₃N / dimethylformamide / 1 h / -10 °C

5: 1) 5percent HCl / 1) dioxane, room temp., 30 min, 2) room temp., 30 min

6: 51 percent / DBU / tetrahydrofuran / 0.5 h / -78 °C

With hydrogenchloride; sulfuric acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium chloride; zinc; In tetrahydrofuran; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00168a036

Reference yield:

: 86832-61-3
Benzyl 3-(Choromethyl)-3,4-dichloro-2-<3-(phenyldichloromethyl)-7-oxo-4-thia-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>butanoate

: 86766-53-2
(4R,6R,7R)-4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / Zn powder, AcOH / CH₂Cl₂ / 0.5 h / 0 °C

2: 86 percent / Et₃N / CH₂Cl₂ / 2 h / 5 - 15 °C

3: 77 percent / Et₃N / dimethylformamide / 1 h / -10 °C

4: 1) 5percent HCl / 1) dioxane, room temp., 30 min, 2) room temp., 30 min

5: 51 percent / DBU / tetrahydrofuran / 0.5 h / -78 °C

With hydrogenchloride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00168a036