1,2-di-O-acetyl-5-O-(tert-butyldiphenylsilyl)-4-C-((1S)-1-methanesulfonyloxyethyl)-3-O-(2-naphthylmethyl)-D-ribofuranose

Base Information

Chemical Name:1,2-di-O-acetyl-5-O-(tert-butyldiphenylsilyl)-4-C-((1S)-1-methanesulfonyloxyethyl)-3-O-(2-naphthylmethyl)-D-ribofuranose
CAS No.:1174917-96-4
Molecular Formula:C₃₉H₄₆O₁₀SSi
Molecular Weight:734.94
Hs Code.:

Synonyms:1,2-di-O-acetyl-5-O-(tert-butyldiphenylsilyl)-4-C-((1S)-1-methanesulfonyloxyethyl)-3-O-(2-naphthylmethyl)-D-ribofuranose

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Chemical Property of 1,2-di-O-acetyl-5-O-(tert-butyldiphenylsilyl)-4-C-((1S)-1-methanesulfonyloxyethyl)-3-O-(2-naphthylmethyl)-D-ribofuranose

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Technology Process of 1,2-di-O-acetyl-5-O-(tert-butyldiphenylsilyl)-4-C-((1S)-1-methanesulfonyloxyethyl)-3-O-(2-naphthylmethyl)-D-ribofuranose

There total 12 articles about 1,2-di-O-acetyl-5-O-(tert-butyldiphenylsilyl)-4-C-((1S)-1-methanesulfonyloxyethyl)-3-O-(2-naphthylmethyl)-D-ribofuranose 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: 87.0%

: 1174917-95-3
C₃₈H₄₆O₈SSi

: 1174917-96-4
1,2-di-O-acetyl-5-O-(tert-butyldiphenylsilyl)-4-C-((1S)-1-methanesulfonyloxyethyl)-3-O-(2-naphthylmethyl)-D-ribofuranose

Guidance literature:: With sulfuric acid; acetic anhydride; acetic acid; at 20 ℃; for 2h;

Reference yield:

: 1174917-95-3
C₃₈H₄₆O₈SSi

: 108-24-7
acetic anhydride

: 64-19-7,77671-22-8
acetic acid

: 1174917-96-4
1,2-di-O-acetyl-5-O-(tert-butyldiphenylsilyl)-4-C-((1S)-1-methanesulfonyloxyethyl)-3-O-(2-naphthylmethyl)-D-ribofuranose

Guidance literature:: sulfuric acid; at 20 ℃; for 16h;

Reference yield:

: 1057385-93-9
(3aR,5S,6R,6aR)-2,2-dimethyl-6-(naphthalen-2-ylmethoxy)tetrahydrofuro[3,2-d][1,3]dioxole-5-carbaldehyde

: 1174917-96-4
1,2-di-O-acetyl-5-O-(tert-butyldiphenylsilyl)-4-C-((1S)-1-methanesulfonyloxyethyl)-3-O-(2-naphthylmethyl)-D-ribofuranose

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydroxide; water / tetrahydrofuran / 72 h / 20 °C / Cooling with ice

2.1: triethylamine / dichloromethane / 16 h / 0 - 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C

3.2: 1 h / -78 - 20 °C

4.1: cerium(III) chloride / tetrahydrofuran / 1.58 h / 0 °C

4.2: 3 h / -78 °C

4.3: 20 °C

5.1: triethylamine / dmap / dichloromethane / 2.5 h / 0 °C

6.1: sulfuric acid / 16 h / 20 °C

With cerium(III) chloride; oxalyl dichloride; water; dimethyl sulfoxide; triethylamine; sodium hydroxide; dmap; sulfuric acid; In tetrahydrofuran; dichloromethane;