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

Base Information

Chemical Name: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
CAS No.:768401-65-6
Molecular Formula:C₃₂H₄₄ClNO₅Si
Molecular Weight:586.244
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 5 articles about 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 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: 80.0%

: 190080-33-2
tert-butyl (2R)-2-(tert-butyl)-1,3-oxazol-3(2H)-carboxylate

: 768401-44-1
2-chloro-4-tert-butyldiphenylsilyloxybutanoyl chloride

: 768401-65-6
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

: 3-tert-butyl-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-chloro-7-oxo-2-oxa-4-aza-bicyclo[3.2.0]heptane-4-carboxylic acid tert-butyl ester

Guidance literature:: With triethylamine; In cyclohexane; at 60 ℃; for 4h;
DOI:10.1016/j.tet.2004.06.085

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 768401-65-6
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

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / NaHCO₃ / methanol / 5 h / 50 °C

2: 94 percent / aq. KOH / methanol / 0 - 20 °C

3: 78 percent / benzene / 8 h / Heating

4: 68 percent / aq. KOH; NH₄Br / toluene / 6 h / Heating

5: 80 percent / Et₃N / cyclohexane / 4 h / 60 °C

With potassium hydroxide; sodium hydrogencarbonate; ammonium bromide; triethylamine; In methanol; cyclohexane; toluene; benzene;
DOI:10.1016/j.tet.2004.06.085

Reference yield:

: 145625-08-7
(2R,4S)-2-tert-butyloxazolidinone-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester

: 768401-65-6
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

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / aq. KOH / methanol / 0 - 20 °C

2: 78 percent / benzene / 8 h / Heating

3: 68 percent / aq. KOH; NH₄Br / toluene / 6 h / Heating

4: 80 percent / Et₃N / cyclohexane / 4 h / 60 °C

With potassium hydroxide; ammonium bromide; triethylamine; In methanol; cyclohexane; toluene; benzene;
DOI:10.1016/j.tet.2004.06.085