(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester

Base Information

Chemical Name:(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester
CAS No.:1192650-82-0
Molecular Formula:C₂₁H₂₂N₂O₄
Molecular Weight:366.417
Hs Code.:

Synonyms:(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester

Suppliers and Price of (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester

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

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Total 3 raw suppliers

Chemical Property of (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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Technology Process of (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester

There total 25 articles about (2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid 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: 33.0%

: 1174020-25-7,2064219-13-0
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid

: 100-51-6,185532-71-2
benzyl alcohol

: 1192650-82-0
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 24h;

Reference yield:

: 63088-78-8,448964-01-0,478409-64-2
(2S,5R)-5-hydroxypiperidine-2-carboxylic acid

: 1192650-82-0
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride / 3 h / 63 - 67 °C

2.1: triethylamine / ethyl acetate / 0.5 h / -40 - -12 °C

2.2: 1.5 h / -2 °C

3.1: 2,6-dimethylpyridine / acetonitrile / 0.17 h / -43 - -37 °C

3.2: 0.83 h / -35 °C

3.3: 40 h / -5 - 5 °C

4.1: hydrogenchloride / methanol / 27 h / Reflux

5.1: sodium hydroxide / water; 1,4-dioxane / 1 h / Cooling with ice

5.2: 20 °C

6.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C

7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / Cooling with ice

7.2: 0.08 h / Cooling with ice

7.3: 0.5 h / Cooling with ice

With 2,6-dimethylpyridine; hydrogenchloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; acetonitrile;

Reference yield:

: 32315-10-9
bis(trichloromethyl) carbonate

: 1133931-68-6
(2S)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester

: 1192650-82-0
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester

: (2S,5S)-6-benzyloxy-7-oxo-1,6-diazabicyclo{3.2.1}octane-2-carboxylic acid benzyl ester

Guidance literature:: bis(trichloromethyl) carbonate; (2S)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester; With triethylamine; In acetonitrile; at 20 - 30 ℃; for 0.5h;

With dmap; In acetonitrile; for 16h; Overall yield = 97 %; Overall yield = 169 g;