(1R,2'R,1'''R,3'''S)-{1-[2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-(tert-butyldiphenylsilanyloxy)ethyl]-2-methylpropyl}carbamic acid benzyl ester

Base Information

Chemical Name:(1R,2'R,1'''R,3'''S)-{1-[2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-(tert-butyldiphenylsilanyloxy)ethyl]-2-methylpropyl}carbamic acid benzyl ester
CAS No.:796039-50-4
Molecular Formula:C₆₂H₇₅N₃O₅SSi₂
Molecular Weight:1030.53
Hs Code.:

(1R,2'R,1'''R,3'''S)-{1-[2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-(tert-butyldiphenylsilanyloxy)ethyl]-2-methylpropyl}carbamic acid benzyl ester

Synonyms:(1R,2'R,1'''R,3'''S)-{1-[2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-(tert-butyldiphenylsilanyloxy)ethyl]-2-methylpropyl}carbamic acid benzyl ester

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Chemical Property of (1R,2'R,1'''R,3'''S)-{1-[2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-(tert-butyldiphenylsilanyloxy)ethyl]-2-methylpropyl}carbamic acid benzyl ester

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Technology Process of (1R,2'R,1'''R,3'''S)-{1-[2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-(tert-butyldiphenylsilanyloxy)ethyl]-2-methylpropyl}carbamic acid benzyl ester

There total 18 articles about (1R,2'R,1'''R,3'''S)-{1-[2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-(tert-butyldiphenylsilanyloxy)ethyl]-2-methylpropyl}carbamic acid benzyl ester 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: 74.0%

: 796039-48-0
(1R,3S)-1-benzyl-4-(tert-butyldiphenylsilanyloxy)-3-methylbutylamine

: 851124-19-1
2-[(1R,3R)-3-Benzyloxycarbonylamino-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-pentyl]-thiazole-4-carboxylic acid

: 796039-50-4
(1R,2'R,1'''R,3'''S)-{1-[2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-(tert-butyldiphenylsilanyloxy)ethyl]-2-methylpropyl}carbamic acid benzyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 14h;
DOI:10.1021/ol048252i

Reference yield:

: 72155-45-4
Boc-L-phenylalaninal

: 796039-50-4
(1R,2'R,1'''R,3'''S)-{1-[2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-(tert-butyldiphenylsilanyloxy)ethyl]-2-methylpropyl}carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 0.25 g / CH₂Cl₂ / 14 h / 0 - 20 °C

2: aq. NaOH / ethanol / 12 h / 20 °C

3: H₂ / Pd/C / methanol / 16 h / 20 °C

4: Et₃N / tetrahydrofuran / 1 h / -40 °C

5: 0.80 g / NaBH₄ / tetrahydrofuran; H₂O / 1 h / 0 - 20 °C

6: 100 percent / imidazole / dimethylformamide / 36 h / 20 °C

7: 72 percent / thioanisole; CF₃COOH / CH₂Cl₂ / 4.5 h / 0 - 20 °C

8: 74 percent / i-Pr₂NEt; DEPBT / dimethylformamide / 14 h / 0 - 20 °C

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; methyl-phenyl-thioether; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Wiitig olefination;
DOI:10.1021/ol048252i

Reference yield:

: 66605-57-0
(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

: 796039-50-4
(1R,2'R,1'''R,3'''S)-{1-[2'-{4''-[1'''-benzyl-4'''-(tert-butyldiphenylsilanyloxy)-3'''-methylbutylcarbamoyl]thiazol-2''-yl}-2'-(tert-butyldiphenylsilanyloxy)ethyl]-2-methylpropyl}carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: NaBr; TEMPO; NaOCl / H₂O; toluene; ethyl acetate / 4 h / 0 °C

2: 0.25 g / CH₂Cl₂ / 14 h / 0 - 20 °C

3: aq. NaOH / ethanol / 12 h / 20 °C

4: H₂ / Pd/C / methanol / 16 h / 20 °C

5: Et₃N / tetrahydrofuran / 1 h / -40 °C

6: 0.80 g / NaBH₄ / tetrahydrofuran; H₂O / 1 h / 0 - 20 °C

7: 100 percent / imidazole / dimethylformamide / 36 h / 20 °C

8: 72 percent / thioanisole; CF₃COOH / CH₂Cl₂ / 4.5 h / 0 - 20 °C

9: 74 percent / i-Pr₂NEt; DEPBT / dimethylformamide / 14 h / 0 - 20 °C

With 1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydroxide; sodium hypochlorite; sodium tetrahydroborate; methyl-phenyl-thioether; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; sodium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 2: Wiitig olefination;
DOI:10.1021/ol048252i