benzyl (2S,5R)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-methylsulfonyloxyhexanoate

Base Information

Chemical Name:benzyl (2S,5R)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-methylsulfonyloxyhexanoate
CAS No.:956007-36-6
Molecular Formula:C₃₀H₃₄N₂O₁₀S
Molecular Weight:614.673
Hs Code.:

Synonyms:benzyl (2S,5R)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-methylsulfonyloxyhexanoate

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

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Chemical Property of benzyl (2S,5R)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-methylsulfonyloxyhexanoate

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Technology Process of benzyl (2S,5R)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-methylsulfonyloxyhexanoate

There total 6 articles about benzyl (2S,5R)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-methylsulfonyloxyhexanoate 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: 89.0%

: benzyl (2S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5,6-dihydroxyhexanoate

: 124-63-0
methanesulfonyl chloride

: 956007-36-6
benzyl (2S,5R)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-methylsulfonyloxyhexanoate

: 796869-99-3
benzyl (2S,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-methylsulfonyloxyhexanoate

Guidance literature:: With pyridine; In chloroform; at 20 ℃; for 6h;
DOI:10.1055/s-2007-983785

Reference yield:

: 124-63-0
methanesulfonyl chloride

: 956007-35-5
benzyl (2S,5R)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5,6-dihydroxyhexanoate

: 956007-36-6
benzyl (2S,5R)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-methylsulfonyloxyhexanoate

Guidance literature:: With triethylamine; In chloroform; at 20 ℃; for 12h;
DOI:10.1016/j.tetlet.2004.09.033

Reference yield:

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 956007-36-6
benzyl (2S,5R)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-methylsulfonyloxyhexanoate

Guidance literature:: Multi-step reaction with 3 steps

1: NaHCO₃; HOBt; EDCI / 12 h / 0 - 20 °C

2: TBAF / tetrahydrofuran / 1 h / 0 °C

3: Et₃N / CHCl₃ / 12 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; chloroform;
DOI:10.1016/j.tetlet.2004.09.033