(2S,5R,6R)-6-((R)-2-Amino-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-cyclohexylidene-2,5-dioxo-pyrrolidin-1-ylmethyl ester

Base Information

Chemical Name:(2S,5R,6R)-6-((R)-2-Amino-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-cyclohexylidene-2,5-dioxo-pyrrolidin-1-ylmethyl ester
CAS No.:203127-11-1
Molecular Formula:C₂₇H₃₂N₄O₆S
Molecular Weight:540.64
Hs Code.:

(2S,5R,6R)-6-((R)-2-Amino-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-cyclohexylidene-2,5-dioxo-pyrrolidin-1-ylmethyl ester

Synonyms:(2S,5R,6R)-6-((R)-2-Amino-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-cyclohexylidene-2,5-dioxo-pyrrolidin-1-ylmethyl ester

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Chemical Property of (2S,5R,6R)-6-((R)-2-Amino-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-cyclohexylidene-2,5-dioxo-pyrrolidin-1-ylmethyl ester

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Technology Process of (2S,5R,6R)-6-((R)-2-Amino-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-cyclohexylidene-2,5-dioxo-pyrrolidin-1-ylmethyl ester

There total 5 articles about (2S,5R,6R)-6-((R)-2-Amino-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-cyclohexylidene-2,5-dioxo-pyrrolidin-1-ylmethyl 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:

: 5962-98-1
cyclohexylidenesuccinimide

: 203127-11-1
(2S,5R,6R)-6-((R)-2-Amino-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-cyclohexylidene-2,5-dioxo-pyrrolidin-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / H₂O / 0.08 h / 100 °C

2: 70 percent / PBr₃ / toluene / 4 h / Heating

3: 1.) potassium bicarbonate, 2.) HCl / 1.) DMF, 0 deg C, 24 h, 2.) acetonitrile, water, -15 deg C, 20 min, pH 2.5

With hydrogenchloride; phosphorus tribromide; potassium hydrogencarbonate; In water; toluene;
DOI:10.1016/S0960-894X(97)10146-9

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 203127-11-1
(2S,5R,6R)-6-((R)-2-Amino-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-cyclohexylidene-2,5-dioxo-pyrrolidin-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 20 percent / 4 h / 100 °C

2: 82 percent / H₂O / 0.08 h / 100 °C

3: 70 percent / PBr₃ / toluene / 4 h / Heating

4: 1.) potassium bicarbonate, 2.) HCl / 1.) DMF, 0 deg C, 24 h, 2.) acetonitrile, water, -15 deg C, 20 min, pH 2.5

With hydrogenchloride; phosphorus tribromide; potassium hydrogencarbonate; In water; toluene;
DOI:10.1016/S0960-894X(97)10146-9

Reference yield:

: 69-53-4
ampicillin

: 203127-11-1
(2S,5R,6R)-6-((R)-2-Amino-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 3-cyclohexylidene-2,5-dioxo-pyrrolidin-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: potassium bicarbonate / dimethylformamide / 12 h / 0 °C

2: 1.) potassium bicarbonate, 2.) HCl / 1.) DMF, 0 deg C, 24 h, 2.) acetonitrile, water, -15 deg C, 20 min, pH 2.5

With hydrogenchloride; potassium hydrogencarbonate; In N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(97)10146-9