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

Base Information

Chemical Name:benzyl (2S,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-triisopropylsilyloxyhexanoate
CAS No.:796869-98-2
Molecular Formula:C₃₈H₅₂N₂O₈Si
Molecular Weight:692.925
Hs Code.:

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

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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,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-triisopropylsilyloxyhexanoate

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

There total 2 articles about benzyl (2S,5S)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-triisopropylsilyloxyhexanoate 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:

: 1-benzyl hydrogen (2S)-2-benzyloxycarbonylamino-5-hydroxy-5-[(triisopropylsilyloxy)methyl]hexanedioate

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 956007-34-4
benzyl (2S,5R)-5-benzyloxycarbamoyl-2-benzyloxycarbonylamino-5-hydroxy-6-triisopropylsilyloxyhexanoate

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

Guidance literature:: With sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 12h; Title compound not separated from byproducts.;
DOI:10.1055/s-2007-983785

Reference yield:

: 796869-82-4
benzyl (2S,5R)-2-benzyloxycarbonylamino-5-triisopropylsilyloxymethyl-5,6-dihydroxyhexanoate

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

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / TEMPO; aq. NaClO; NaClO₂ / acetonitrile / 12 h / 20 °C

2: 95 percent / NaHCO₃; HOBt; EDCI / 12 h / 0 - 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile;
DOI:10.1016/j.tetlet.2004.09.033