meso-(3R,5R,7S)-3,7-Diacetoxy-5-((benzyloxycarbonyl)amino)cyclohept-1-ene

Base Information

Chemical Name:meso-(3R,5R,7S)-3,7-Diacetoxy-5-((benzyloxycarbonyl)amino)cyclohept-1-ene
CAS No.:160856-70-2
Molecular Formula:C₁₉H₂₃NO₆
Molecular Weight:361.395
Hs Code.:

Synonyms:meso-(3R,5R,7S)-3,7-Diacetoxy-5-((benzyloxycarbonyl)amino)cyclohept-1-ene

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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 meso-(3R,5R,7S)-3,7-Diacetoxy-5-((benzyloxycarbonyl)amino)cyclohept-1-ene

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Technology Process of meso-(3R,5R,7S)-3,7-Diacetoxy-5-((benzyloxycarbonyl)amino)cyclohept-1-ene

There total 6 articles about meso-(3R,5R,7S)-3,7-Diacetoxy-5-((benzyloxycarbonyl)amino)cyclohept-1-ene 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: 99.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 160856-69-9
meso-(1R,3R,6S)-3,6-Diacetoxy-4-cycloheptenylamine

: 160856-70-2
meso-(3R,5R,7S)-3,7-Diacetoxy-5-((benzyloxycarbonyl)amino)cyclohept-1-ene

Guidance literature:: With sodium hydrogencarbonate; In ethyl acetate; at 25 ℃; for 3h;
DOI:10.1021/jo00108a025

Reference yield:

: 1121-63-7
cyclohepta-3,5-dien-1-ol

: 160856-70-2
meso-(3R,5R,7S)-3,7-Diacetoxy-5-((benzyloxycarbonyl)amino)cyclohept-1-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / MnO₂, benzoquinone, Pd(OAc)2 / acetic acid / 64 h / 25 °C

2: 100 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

3: 82 percent / NaN₃ / dimethylformamide / 35 h / 50 °C

4: 100 percent / H₂ / Lindlar catalyst / ethanol / 50 h

5: 99 percent / aq. NaHCO₃ / ethyl acetate / 3 h / 25 °C

With manganese(IV) oxide; palladium diacetate; sodium azide; hydrogen; sodium hydrogencarbonate; triethylamine; p-benzoquinone; Lindlar's catalyst; In ethanol; dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00108a025

Reference yield:

: 134780-02-2
meso-(1R,4R,6R)-3,6-Diacetoxy-4-cyclohepten-1-ol

: 160856-70-2
meso-(3R,5R,7S)-3,7-Diacetoxy-5-((benzyloxycarbonyl)amino)cyclohept-1-ene

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

2: 82 percent / NaN₃ / dimethylformamide / 35 h / 50 °C

3: 100 percent / H₂ / Lindlar catalyst / ethanol / 50 h

4: 99 percent / aq. NaHCO₃ / ethyl acetate / 3 h / 25 °C

With sodium azide; hydrogen; sodium hydrogencarbonate; triethylamine; Lindlar's catalyst; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00108a025