(2S,3R,5S,6R)-3-Hydroxy-6-methoxy-7-oxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Base Information

Chemical Name:(2S,3R,5S,6R)-3-Hydroxy-6-methoxy-7-oxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester
CAS No.:79092-42-5
Molecular Formula:C₁₅H₁₆N₂O₇
Molecular Weight:336.301
Hs Code.:

Synonyms:(2S,3R,5S,6R)-3-Hydroxy-6-methoxy-7-oxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

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Chemical Property of (2S,3R,5S,6R)-3-Hydroxy-6-methoxy-7-oxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

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Technology Process of (2S,3R,5S,6R)-3-Hydroxy-6-methoxy-7-oxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

There total 4 articles about (2S,3R,5S,6R)-3-Hydroxy-6-methoxy-7-oxo-1-aza-bicyclo[3.2.0]heptane-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:

: 7352-64-9
glycine 4-nitrobenzyl ester

: 79092-42-5
(2S,3R,5S,6R)-3-Hydroxy-6-methoxy-7-oxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Mg₂SO₄ / ethyl acetate / 1 h / 20 °C

2: 53 percent / triethylamine / CH₂Cl₂ / 3 h / 20 °C

3: 1.) Tl(NO₃)3, 2.) HClO₄ / 1.) MeOH-THF, 2O deg C, 5 min 2.) aq. dioxan, 20 deg C, 10 min

4: 1.) lithium hexamethyldisilazide, 2.) acetic acid / 1.) THF, -70 deg C, 1 min

With perchloric acid; magnesium sulfate; acetic acid; triethylamine; thallium(III) nitrate; lithium hexamethyldisilazane; In dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(01)92943-0

Reference yield:

: 79092-37-8
[2-[1,3]Dithian-2-yl-eth-(Z)-ylideneamino]-acetic acid 4-nitro-benzyl ester

: 79092-42-5
(2S,3R,5S,6R)-3-Hydroxy-6-methoxy-7-oxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 53 percent / triethylamine / CH₂Cl₂ / 3 h / 20 °C

2: 1.) Tl(NO₃)3, 2.) HClO₄ / 1.) MeOH-THF, 2O deg C, 5 min 2.) aq. dioxan, 20 deg C, 10 min

3: 1.) lithium hexamethyldisilazide, 2.) acetic acid / 1.) THF, -70 deg C, 1 min

With perchloric acid; acetic acid; triethylamine; thallium(III) nitrate; lithium hexamethyldisilazane; In dichloromethane;
DOI:10.1016/S0040-4039(01)92943-0

Reference yield:

: 79092-40-3
[(3S,4R)-3-Methoxy-2-oxo-4-(2-oxo-ethyl)-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester

: 79092-42-5
(2S,3R,5S,6R)-3-Hydroxy-6-methoxy-7-oxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: With acetic acid; lithium hexamethyldisilazane; Yield given. Multistep reaction; 1.) THF, -70 deg C, 1 min;
DOI:10.1016/S0040-4039(01)92943-0