(2S,3S)-benzyl 2-azido-5-(tert-butoxycarbonylamino)-3-hydroxypentanoate

Base Information

Chemical Name:(2S,3S)-benzyl 2-azido-5-(tert-butoxycarbonylamino)-3-hydroxypentanoate
CAS No.:1353654-97-3
Molecular Formula:C₁₇H₂₄N₄O₅
Molecular Weight:364.401
Hs Code.:

Synonyms:(2S,3S)-benzyl 2-azido-5-(tert-butoxycarbonylamino)-3-hydroxypentanoate

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Chemical Property of (2S,3S)-benzyl 2-azido-5-(tert-butoxycarbonylamino)-3-hydroxypentanoate

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Technology Process of (2S,3S)-benzyl 2-azido-5-(tert-butoxycarbonylamino)-3-hydroxypentanoate

There total 4 articles about (2S,3S)-benzyl 2-azido-5-(tert-butoxycarbonylamino)-3-hydroxypentanoate 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: 100.0%

: 1175033-04-1
(2R,3S)-benzyl 5-(tert-butoxycarbonylamino)-3-hydroxy-2-[(4-methylphenyl)sulfonyloxy]pentanoate

: 1353654-97-3
(2S,3S)-benzyl 2-azido-5-(tert-butoxycarbonylamino)-3-hydroxypentanoate

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.tet.2011.10.099

Reference yield: 100.0%

: 1353654-96-2
C₁₈H₂₃NO₆S

: 1353654-97-3
(2S,3S)-benzyl 2-azido-5-(tert-butoxycarbonylamino)-3-hydroxypentanoate

Guidance literature:: With sodium azide; pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1016/j.tet.2011.10.099

Reference yield:

: 1175033-06-3
benzyl (2E)-5-[(tert-butoxycarbonyl)amino]pent-2-enoate

: 1353654-97-3
(2S,3S)-benzyl 2-azido-5-(tert-butoxycarbonylamino)-3-hydroxypentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: AD-mix-α; methanesulfonamide; water / tert-butyl alcohol / 24 h / 0 °C / Inert atmosphere

2: dichloromethane / 3 h / Inert atmosphere; Reflux

3: sodium azide; pyridinium p-toluenesulfonate / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

With sodium azide; methanesulfonamide; AD-mix-α; water; pyridinium p-toluenesulfonate; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.tet.2011.10.099