Methanesulfonic acid 4-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[(2R,6R)-4-methylene-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-oxazol-2-ylmethyl ester

Base Information

• Chemical Name: Methanesulfonic acid 4-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[(2R,6R)-4-methylene-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-oxazol-2-ylmethyl ester
• CAS No.: 553636-07-0
• Molecular Formula: C₄₄H₆₇NO₈SSi₂
• Molecular Weight: 826.255

Synonyms:Methanesulfonic acid 4-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[(2R,6R)-4-methylene-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-oxazol-2-ylmethyl ester

Chemical Property of Methanesulfonic acid 4-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[(2R,6R)-4-methylene-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-oxazol-2-ylmethyl ester

Chemical Property:

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Technology Process of Methanesulfonic acid 4-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[(2R,6R)-4-methylene-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-oxazol-2-ylmethyl ester

There total 5 articles about Methanesulfonic acid 4-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[(2R,6R)-4-methylene-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-oxazol-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:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → Methanesulfonic acid 4-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[(2R,6R)-4-methylene-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-oxazol-2-ylmethyl ester (553636-07-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-lutidine

2: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / pH 7

3: triethylamine

With 2,6-dimethylpyridine; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;

DOI:10.1002/anie.200390322

Reference yield:

2,2-Dimethyl-propionic acid 2-((2R,6R)-6-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-ylmethyl}-4-methylene-tetrahydro-pyran-2-yl)-ethyl ester (224578-23-8) → Methanesulfonic acid 4-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[(2R,6R)-4-methylene-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-oxazol-2-ylmethyl ester (553636-07-0)

Guidance literature:

Multi-step reaction with 4 steps

1: LiOH / tetrahydrofuran; methanol; H₂O

2: 2,6-lutidine

3: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / pH 7

4: triethylamine

With 2,6-dimethylpyridine; lithium hydroxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1002/anie.200390322

Reference yield:

2-((2R,6R)-6-{(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-ylmethyl}-4-methylene-tetrahydro-pyran-2-yl)-ethanol (778595-11-2) → Methanesulfonic acid 4-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[(2R,6R)-4-methylene-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-oxazol-2-ylmethyl ester (553636-07-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-lutidine

2: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / pH 7

3: triethylamine

With 2,6-dimethylpyridine; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;

DOI:10.1002/anie.200390322

upstream raw materials:

methanesulfonyl chloride

(4-{(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[(2R,6R)-4-methylene-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-oxazol-2-yl)-methanol

triisopropylsilyl trifluoromethanesulfonate

2,2-Dimethyl-propionic acid 2-((2R,6R)-6-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-ylmethyl}-4-methylene-tetrahydro-pyran-2-yl)-ethyl ester

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