Trifluoro-methanesulfonic acid (2S,3R,4aS,6R,7S,8aR)-7-benzyloxy-6-(2-benzyloxy-ethyl)-6-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-ylmethyl ester

Base Information

Chemical Name:Trifluoro-methanesulfonic acid (2S,3R,4aS,6R,7S,8aR)-7-benzyloxy-6-(2-benzyloxy-ethyl)-6-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-ylmethyl ester
CAS No.:537036-31-0
Molecular Formula:C₃₃H₄₇F₃O₈SSi
Molecular Weight:688.878
Hs Code.:

Trifluoro-methanesulfonic acid (2S,3R,4aS,6R,7S,8aR)-7-benzyloxy-6-(2-benzyloxy-ethyl)-6-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-ylmethyl ester

Synonyms:Trifluoro-methanesulfonic acid (2S,3R,4aS,6R,7S,8aR)-7-benzyloxy-6-(2-benzyloxy-ethyl)-6-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-ylmethyl ester

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Chemical Property of Trifluoro-methanesulfonic acid (2S,3R,4aS,6R,7S,8aR)-7-benzyloxy-6-(2-benzyloxy-ethyl)-6-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-ylmethyl ester

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Technology Process of Trifluoro-methanesulfonic acid (2S,3R,4aS,6R,7S,8aR)-7-benzyloxy-6-(2-benzyloxy-ethyl)-6-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-ylmethyl ester

There total 10 articles about Trifluoro-methanesulfonic acid (2S,3R,4aS,6R,7S,8aR)-7-benzyloxy-6-(2-benzyloxy-ethyl)-6-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-ylmethyl 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:

: 358-23-6
trifluoromethylsulfonic anhydride

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 537036-51-4
(2S,3R,4aS,6R,7S,8aR)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-2-hydroxymethyl-6-methyl-octahydro-pyrano[3,2-b]pyran-3-ol

: 537036-31-0
Trifluoro-methanesulfonic acid (2S,3R,4aS,6R,7S,8aR)-7-benzyloxy-6-(2-benzyloxy-ethyl)-6-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-ylmethyl ester

Guidance literature:: trifluoromethylsulfonic anhydride; (2S,3R,4aS,6R,7S,8aR)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-2-hydroxymethyl-6-methyl-octahydro-pyrano[3,2-b]pyran-3-ol; With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 0.5h;

triethylsilyl trifluoromethyl sulfonate; In dichloromethane;
DOI:10.1016/S0040-4039(03)00252-1

Reference yield:

: 537036-26-3
(2S,3R,5S,6R)-5-benzyloxy-6-(2-benzyloxyethyl)-2-hydroxymethyl-6-methyltetrahydropyran-3-ol

: 537036-31-0
Trifluoro-methanesulfonic acid (2S,3R,4aS,6R,7S,8aR)-7-benzyloxy-6-(2-benzyloxy-ethyl)-6-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

1.2: 86 percent / CH₂Cl₂

2.1: 91 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -100 °C

3.1: 74 percent / TsOH / CHCl₃ / 55 °C

4.1: NaBH₄ / methanol; CH₂Cl₂ / -78 °C

5.1: TBAF / tetrahydrofuran / 20 °C

6.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

6.2: CH₂Cl₂

With 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; chloroform;
DOI:10.1016/S0040-4039(03)00252-1

Reference yield:

: 537036-25-2
(4aS,6R,8aR)-6-(2-benzyloxyethyl)-2,2-di-tert-butyl-6-methyldecahydro-1,3,5-trioxa-2-silanaphthalen-7-one

: 537036-31-0
Trifluoro-methanesulfonic acid (2S,3R,4aS,6R,7S,8aR)-7-benzyloxy-6-(2-benzyloxy-ethyl)-6-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: NaBH₄ / methanol; CH₂Cl₂ / -78 °C

2.1: KH / tetrahydrofuran / 20 °C

3.1: TBAF / tetrahydrofuran / -78 °C

4.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

4.2: 86 percent / CH₂Cl₂

5.1: 91 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -100 °C

6.1: 74 percent / TsOH / CHCl₃ / 55 °C

7.1: NaBH₄ / methanol; CH₂Cl₂ / -78 °C

8.1: TBAF / tetrahydrofuran / 20 °C

9.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

9.2: CH₂Cl₂

With 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; tetrabutyl ammonium fluoride; potassium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; chloroform;
DOI:10.1016/S0040-4039(03)00252-1