Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-(2-hydroxy-ethoxy)-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-(2-hydroxy-ethoxy)-tetrahydro-pyran-4-yl ester
CAS No.:190779-54-5
Molecular Formula:C₂₁H₂₈O₁₀
Molecular Weight:440.447
Hs Code.:

Synonyms:Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-(2-hydroxy-ethoxy)-tetrahydro-pyran-4-yl ester

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Chemical Property of Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-(2-hydroxy-ethoxy)-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-(2-hydroxy-ethoxy)-tetrahydro-pyran-4-yl ester

There total 1 articles about Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-(2-hydroxy-ethoxy)-tetrahydro-pyran-4-yl 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: 89.0%

: 190779-53-4
Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethoxy]-tetrahydro-pyran-4-yl ester

: 190779-54-5
Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-(2-hydroxy-ethoxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: With tetrabutyl ammonium fluoride; pyridine hydrochloride; In tetrahydrofuran; at 50 ℃; for 1h;
DOI:10.1016/S0040-4020(97)00309-8

Reference yield: 84.0%

: 67-68-5,8070-53-9
dimethyl sulfoxide

: 190779-54-5
Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-(2-hydroxy-ethoxy)-tetrahydro-pyran-4-yl ester

: 190779-56-7
Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-(2-methylsulfanylmethoxy-ethoxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: With acetic anhydride; acetic acid; for 16h; Ambient temperature;
DOI:10.1016/S0040-4020(97)00309-8

Reference yield:

: 190779-54-5
Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-(2-hydroxy-ethoxy)-tetrahydro-pyran-4-yl ester

: 190779-59-0
Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-6-(2-acetoxymethoxy-ethoxy)-2-acetoxymethyl-5-benzyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / AcOH, Ac₂O / 16 h / Ambient temperature

2: 73 percent / NIS / 1,2-dichloro-ethane; tetrahydrofuran / 0.08 h / 0 °C

With N-iodo-succinimide; acetic anhydride; acetic acid; In tetrahydrofuran; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(97)00309-8