methyl N-[N-tert-butoxycarbonyl-L-seryl]-S-[2,4-bis[(tert-butyl)dimethylsilyloxy]-6-(4-nitrobenzyloxycarbonyl)benzyl]-L-cysteinate

Base Information

Chemical Name:methyl N-[N-tert-butoxycarbonyl-L-seryl]-S-[2,4-bis[(tert-butyl)dimethylsilyloxy]-6-(4-nitrobenzyloxycarbonyl)benzyl]-L-cysteinate
CAS No.:147214-71-9
Molecular Formula:C₃₉H₆₁N₃O₁₂SSi₂
Molecular Weight:852.163
Hs Code.:

Synonyms:methyl N-[N-tert-butoxycarbonyl-L-seryl]-S-[2,4-bis[(tert-butyl)dimethylsilyloxy]-6-(4-nitrobenzyloxycarbonyl)benzyl]-L-cysteinate

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Chemical Property of methyl N-[N-tert-butoxycarbonyl-L-seryl]-S-[2,4-bis[(tert-butyl)dimethylsilyloxy]-6-(4-nitrobenzyloxycarbonyl)benzyl]-L-cysteinate

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Technology Process of methyl N-[N-tert-butoxycarbonyl-L-seryl]-S-[2,4-bis[(tert-butyl)dimethylsilyloxy]-6-(4-nitrobenzyloxycarbonyl)benzyl]-L-cysteinate

There total 6 articles about methyl N-[N-tert-butoxycarbonyl-L-seryl]-S-[2,4-bis[(tert-butyl)dimethylsilyloxy]-6-(4-nitrobenzyloxycarbonyl)benzyl]-L-cysteinate 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: 66.0%

: 147214-49-1
methyl (tert-butoxycarbonyl)-L-seryl-L-cysteinate

: 676347-02-7
4-nitrobenzyl 2-(bromomethyl)-3,5-bis[(tert-butyl)dimethylsilyloxy]benzoate

: 147214-71-9
methyl N-[N-tert-butoxycarbonyl-L-seryl]-S-[2,4-bis[(tert-butyl)dimethylsilyloxy]-6-(4-nitrobenzyloxycarbonyl)benzyl]-L-cysteinate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1021/jm0310232

Reference yield:

: 4780-63-6
3,5-dihydroxy-2-methylbenzoic acid

: 147214-71-9
methyl N-[N-tert-butoxycarbonyl-L-seryl]-S-[2,4-bis[(tert-butyl)dimethylsilyloxy]-6-(4-nitrobenzyloxycarbonyl)benzyl]-L-cysteinate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,N,N',N'-tetramethylguanidine / dimethylformamide / 0.5 h / 20 °C

1.2: 78 percent / dimethylformamide / 72 h / 20 °C

2.1: 60 percent / Et₃N / dimethylformamide / 6 h / 0 °C

3.1: 94 percent / NBS / CCl₄ / 0.67 h / Heating; irradiation

4.1: 66 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

With N-Bromosuccinimide; triethylamine; N,N,N',N'-tetramethylguanidine; In tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0310232

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 147214-71-9
methyl N-[N-tert-butoxycarbonyl-L-seryl]-S-[2,4-bis[(tert-butyl)dimethylsilyloxy]-6-(4-nitrobenzyloxycarbonyl)benzyl]-L-cysteinate

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / Et₃N / dimethylformamide / 6 h / 0 °C

2: 94 percent / NBS / CCl₄ / 0.67 h / Heating; irradiation

3: 66 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

With N-Bromosuccinimide; triethylamine; In tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0310232