tert-butyl (1S,3R,5S,6S,7S)-3-(tert-butyl)-7-chloro-6-hydroxy-7-{2-[(tert-butyldiphenylsilyl)oxy]ethyl}-2-oxa-4-azabicyclo[3.2.0]heptane-4-carboxylate

Base Information

• Chemical Name: tert-butyl (1S,3R,5S,6S,7S)-3-(tert-butyl)-7-chloro-6-hydroxy-7-{2-[(tert-butyldiphenylsilyl)oxy]ethyl}-2-oxa-4-azabicyclo[3.2.0]heptane-4-carboxylate
• CAS No.: 1160616-10-3
• Molecular Formula: C₃₂H₄₆ClNO₅Si
• Molecular Weight: 588.259

Synonyms:tert-butyl (1S,3R,5S,6S,7S)-3-(tert-butyl)-7-chloro-6-hydroxy-7-{2-[(tert-butyldiphenylsilyl)oxy]ethyl}-2-oxa-4-azabicyclo[3.2.0]heptane-4-carboxylate

Chemical Property of tert-butyl (1S,3R,5S,6S,7S)-3-(tert-butyl)-7-chloro-6-hydroxy-7-{2-[(tert-butyldiphenylsilyl)oxy]ethyl}-2-oxa-4-azabicyclo[3.2.0]heptane-4-carboxylate

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Technology Process of tert-butyl (1S,3R,5S,6S,7S)-3-(tert-butyl)-7-chloro-6-hydroxy-7-{2-[(tert-butyldiphenylsilyl)oxy]ethyl}-2-oxa-4-azabicyclo[3.2.0]heptane-4-carboxylate

There total 1 articles about tert-butyl (1S,3R,5S,6S,7S)-3-(tert-butyl)-7-chloro-6-hydroxy-7-{2-[(tert-butyldiphenylsilyl)oxy]ethyl}-2-oxa-4-azabicyclo[3.2.0]heptane-4-carboxylate 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: 60.0%

tert-butyl (1S,3R,5S,7S)-3-(tert-butyl)-7-chloro-7-[2-(tert-butyldiphenylsilyloxy)ethyl]-2-oxa-6-oxo-4-azabicyclo[3.2.0]heptane-4-carboxylate (768401-65-6) → tert-butyl (1S,3R,5S,6S,7S)-3-(tert-butyl)-7-chloro-6-hydroxy-7-{2-[(tert-butyldiphenylsilyl)oxy]ethyl}-2-oxa-4-azabicyclo[3.2.0]heptane-4-carboxylate (1160616-10-3)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In thfl; at -30 - -10 ℃;

DOI:10.1002/ejoc.200900083

Reference yield: 90.0%

tert-butyl (1S,3R,5S,6S,7S)-3-(tert-butyl)-7-chloro-6-hydroxy-7-{2-[(tert-butyldiphenylsilyl)oxy]ethyl}-2-oxa-4-azabicyclo[3.2.0]heptane-4-carboxylate (1160616-10-3) + allyl bromide (106-95-6) → tert-butyl (1S,3R,5S,6S,7S)-3-(tert-butyl)-7-chloro-6-allyloxy-7-{2-[(tert-butyldiphenylsilyl)oxy]ethyl}-2-oxa-4-azabicyclo[3.2.0]heptane-4-carboxylate (1160616-11-4)

Guidance literature:

With potassium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.200900083

upstream raw materials:

tert-butyl (1S,3R,5S,7S)-3-(tert-butyl)-7-chloro-7-[2-(tert-butyldiphenylsilyloxy)ethyl]-2-oxa-6-oxo-4-azabicyclo[3.2.0]heptane-4-carboxylate

Downstream raw materials:

tert-butyl (1S,3R,5S,6S,7S)-3-(tert-butyl)-7-chloro-6-allyloxy-7-{2-[(tert-butyldiphenylsilyl)oxy]ethyl}-2-oxa-4-azabicyclo[3.2.0]heptane-4-carboxylate

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