(4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(2R,3R)-2-[(4-nitro-benzyloxycarbonylamino)-methyl]-tetrahydro-furan-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ethoxycarbonyloxymethyl ester

Base Information

Chemical Name:(4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(2R,3R)-2-[(4-nitro-benzyloxycarbonylamino)-methyl]-tetrahydro-furan-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ethoxycarbonyloxymethyl ester
CAS No.:194995-41-0
Molecular Formula:C₂₇H₃₃N₃O₁₂S
Molecular Weight:623.638
Hs Code.:

(4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(2R,3R)-2-[(4-nitro-benzyloxycarbonylamino)-methyl]-tetrahydro-furan-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ethoxycarbonyloxymethyl ester

Synonyms:(4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(2R,3R)-2-[(4-nitro-benzyloxycarbonylamino)-methyl]-tetrahydro-furan-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ethoxycarbonyloxymethyl ester

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Chemical Property of (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(2R,3R)-2-[(4-nitro-benzyloxycarbonylamino)-methyl]-tetrahydro-furan-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ethoxycarbonyloxymethyl ester

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Technology Process of (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(2R,3R)-2-[(4-nitro-benzyloxycarbonylamino)-methyl]-tetrahydro-furan-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ethoxycarbonyloxymethyl ester

There total 3 articles about (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(2R,3R)-2-[(4-nitro-benzyloxycarbonylamino)-methyl]-tetrahydro-furan-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ethoxycarbonyloxymethyl 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: 77.0%

: 82619-14-5
ethoxycarbonyloxymethyl iodide

: 194995-46-5
(4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(2R,3R)-2-[(4-nitro-benzyloxycarbonylamino)-methyl]-tetrahydro-furan-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid

: 194995-41-0
(4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(2R,3R)-2-[(4-nitro-benzyloxycarbonylamino)-methyl]-tetrahydro-furan-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ethoxycarbonyloxymethyl ester

Guidance literature:: With potassium carbonate; In acetonitrile; Ambient temperature;
DOI:10.1016/S0960-894X(97)00305-3

Reference yield:

: 158556-65-1
4-nitrophenyl (4-nitrophenyl)methyl carbonate

: 194995-41-0
(4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(2R,3R)-2-[(4-nitro-benzyloxycarbonylamino)-methyl]-tetrahydro-furan-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ethoxycarbonyloxymethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / EtN(iPr)2 / acetonitrile; dioxane / Ambient temperature

2: 77 percent / K₂CO₃ / acetonitrile / Ambient temperature

With potassium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; acetonitrile;
DOI:10.1016/S0960-894X(97)00305-3

Reference yield:

: 161855-50-1
CL₁₉₁,121

: 194995-41-0
(4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{(2R,3R)-2-[(4-nitro-benzyloxycarbonylamino)-methyl]-tetrahydro-furan-3-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ethoxycarbonyloxymethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / EtN(iPr)2 / acetonitrile; dioxane / Ambient temperature

2: 77 percent / K₂CO₃ / acetonitrile / Ambient temperature

With potassium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; acetonitrile;
DOI:10.1016/S0960-894X(97)00305-3