(6R,7S)-3-Hydroxy-8-oxo-7-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Base Information

Chemical Name:(6R,7S)-3-Hydroxy-8-oxo-7-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester
CAS No.:140866-89-3
Molecular Formula:C₂₇H₂₆N₄O₈
Molecular Weight:534.525
Hs Code.:

Synonyms:(6R,7S)-3-Hydroxy-8-oxo-7-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Suppliers and Price of (6R,7S)-3-Hydroxy-8-oxo-7-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (6R,7S)-3-Hydroxy-8-oxo-7-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (6R,7S)-3-Hydroxy-8-oxo-7-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

There total 7 articles about (6R,7S)-3-Hydroxy-8-oxo-7-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-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: 70.0%

: 140866-88-2
3-{(2R,3S)-1-(4-Nitro-benzyloxycarbonylmethyl)-4-oxo-3-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-azetidin-2-yl}-propionic acid phenyl ester

: 140866-89-3
(6R,7S)-3-Hydroxy-8-oxo-7-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: With sodium t-butanolate; In tetrahydrofuran; at -78 ℃; for 0.05h;
DOI:10.1016/S0040-4039(00)91559-4

Reference yield:

: 140866-85-9
(2S,3R)-3-[(E)-tert-Butoxycarbonylmethylimino-methyl]-oxirane-2-carboxylic acid ethyl ester

: 140866-89-3
(6R,7S)-3-Hydroxy-8-oxo-7-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 60 percent / NEt₃ / CH₂Cl₂ / 1) -78 deg C, 20 min, 2) -20 deg C, 16 h

2: NaI, TsOH / acetonitrile / 2 h / 3 °C

3: H₂ / 5percent Pd-C / ethanol / 2.5 h / 25 °C

4: TFA / CH₂Cl₂ / 24 h / -15 °C

5: tetrahydrofuran / 2 h / 25 °C

6: aq. NaOH / tetrahydrofuran / 4 h / 25 °C

7: 80 percent / DCC, DMAP / CH₂Cl₂; dimethylformamide

8: 81 percent / potassium p-nitrobenzyloxide / tetrahydrofuran / 1.17 h / 12 °C

9: 70 percent / sodium tert-butoxide / tetrahydrofuran / 0.05 h / -78 °C

With dmap; sodium hydroxide; potassium p-nitrobenzyloxide; hydrogen; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; sodium iodide; sodium t-butanolate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)91559-4

Reference yield:

: 140925-22-0
(E)-3-[(2R,3S)-1-tert-Butoxycarbonylmethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-2-yl]-acrylic acid ethyl ester

: 140866-89-3
(6R,7S)-3-Hydroxy-8-oxo-7-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / 5percent Pd-C / ethanol / 2.5 h / 25 °C

2: TFA / CH₂Cl₂ / 24 h / -15 °C

3: tetrahydrofuran / 2 h / 25 °C

4: aq. NaOH / tetrahydrofuran / 4 h / 25 °C

5: 80 percent / DCC, DMAP / CH₂Cl₂; dimethylformamide

6: 81 percent / potassium p-nitrobenzyloxide / tetrahydrofuran / 1.17 h / 12 °C

7: 70 percent / sodium tert-butoxide / tetrahydrofuran / 0.05 h / -78 °C

With dmap; sodium hydroxide; potassium p-nitrobenzyloxide; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; sodium t-butanolate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)91559-4