benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate

Base Information

Chemical Name:benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate
CAS No.:213539-65-2
Molecular Formula:C₃₄H₆₁N₃O₁₁SSi₂
Molecular Weight:776.109
Hs Code.:

benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate

Synonyms:benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate

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Chemical Property of benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate

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Technology Process of benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate

There total 16 articles about benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate 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: 64.0%

: 213539-64-1
benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-((4R)-2-oxo-3-(2-trimethylsilylethanesulfonyl)-1,3-oxazolidine-4-carbonyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate

: 213539-65-2
benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate

Guidance literature:: With caesium carbonate; In methanol; at 25 ℃; for 0.583333h;
DOI:10.1021/jo980765d

Reference yield:

: 151776-97-5
D-N-SES-Ser-OBn

: 213539-65-2
benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

2: 100 percent / H₂ / 10 percent Pd-C / methanol / 2 h / 23 °C

3: oxalyl chloride, DMF / CH₂Cl₂ / 2 h / 23 °C

4: K₂CO₃ / CH₂Cl₂ / 2 h / 0 °C

5: 64 percent / Cs₂CO₃ / methanol / 0.58 h / 25 °C

With oxalyl dichloride; hydrogen; potassium carbonate; caesium carbonate; triethylamine; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jo980765d

Reference yield:

: 213539-62-9
benzyl (4R)-2-oxo-3-(2-trimethylsilylethanesulfonyl)-1,3-oxazolidine-4-carboxylate

: 213539-65-2
benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / H₂ / 10 percent Pd-C / methanol / 2 h / 23 °C

2: oxalyl chloride, DMF / CH₂Cl₂ / 2 h / 23 °C

3: K₂CO₃ / CH₂Cl₂ / 2 h / 0 °C

4: 64 percent / Cs₂CO₃ / methanol / 0.58 h / 25 °C

With oxalyl dichloride; hydrogen; potassium carbonate; caesium carbonate; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jo980765d