(2S,5R,6R)-6-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethanesulfonylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester

Base Information

Chemical Name:(2S,5R,6R)-6-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethanesulfonylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester
CAS No.:149665-63-4
Molecular Formula:C₂₄H₃₅N₃O₁₀S₂
Molecular Weight:589.688
Hs Code.:

(2S,5R,6R)-6-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethanesulfonylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester

Synonyms:(2S,5R,6R)-6-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethanesulfonylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester

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Chemical Property of (2S,5R,6R)-6-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethanesulfonylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester

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Technology Process of (2S,5R,6R)-6-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethanesulfonylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester

There total 5 articles about (2S,5R,6R)-6-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethanesulfonylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl 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: 35.0%

: 149636-42-0
2-<2-<2-N-(benzyloxycarbonyl)aminoethoxy>>-ethoxyethanesulfonyl chloride

: 36140-96-2
methoxymethyl 6-β-aminopenicillinate

: 149665-63-4
(2S,5R,6R)-6-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethanesulfonylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 0.333333h;
DOI:10.1016/0040-4020(96)00197-4

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 149665-63-4
(2S,5R,6R)-6-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethanesulfonylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / aq. NaOH / tetrahydrofuran / a) 0 deg C, 1 h, b) 20 deg C, 30 min

2: 40 percent / KHCO₃ / acetonitrile / 72 h / 80 °C

3: 92 percent / NaI / acetone / 24 h / 20 °C

4: 88 percent / POCl₃ / tetrahydrothiophene 1,1-dioxide; acetonitrile / 0.83 h / 70 °C

5: 35 percent / Et₃N / CH₂Cl₂ / 0.33 h / 20 °C

With sodium hydroxide; potassium hydrogencarbonate; triethylamine; sodium iodide; trichlorophosphate; In tetrahydrofuran; sulfolane; dichloromethane; acetone; acetonitrile;
DOI:10.1016/0040-4020(96)00197-4

Reference yield:

: 145881-74-9
2-<2-N-(benzyloxycarbonyl)aminoethoxy>ethanol

: 149665-63-4
(2S,5R,6R)-6-{2-[2-(2-Benzyloxycarbonylamino-ethoxy)-ethoxy]-ethanesulfonylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methoxymethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 40 percent / KHCO₃ / acetonitrile / 72 h / 80 °C

2: 92 percent / NaI / acetone / 24 h / 20 °C

3: 88 percent / POCl₃ / tetrahydrothiophene 1,1-dioxide; acetonitrile / 0.83 h / 70 °C

4: 35 percent / Et₃N / CH₂Cl₂ / 0.33 h / 20 °C

With potassium hydrogencarbonate; triethylamine; sodium iodide; trichlorophosphate; In sulfolane; dichloromethane; acetone; acetonitrile;
DOI:10.1016/0040-4020(96)00197-4