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

Base Information

Chemical Name:benzyl (2S,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5,6-dihydroxyhexanoate
CAS No.:796869-89-1
Molecular Formula:C₂₉H₃₂N₂O₈
Molecular Weight:536.582
Hs Code.:

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

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Chemical Property of benzyl (2S,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5,6-dihydroxyhexanoate

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Technology Process of benzyl (2S,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5,6-dihydroxyhexanoate

There total 5 articles about benzyl (2S,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5,6-dihydroxyhexanoate 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: 86.0%

: 796869-98-2
benzyl (2S,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-triisopropylsilyloxyhexanoate

: 796869-89-1
benzyl (2S,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5,6-dihydroxyhexanoate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/j.tetlet.2004.09.033

Reference yield:

: benzyl (2S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-triisopropylsilyloxyhexanoate

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

: 796869-89-1
benzyl (2S,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5,6-dihydroxyhexanoate

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 20 ℃; for 12h; Title compound not separated from byproducts.;
DOI:10.1055/s-2007-983785

Reference yield:

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 796869-89-1
benzyl (2S,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5,6-dihydroxyhexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / NaHCO₃; HOBt; EDCI / 12 h / 0 - 20 °C

2: 86 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

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