Methanesulfonic acid (1S,2S,3R,4R)-2-[3-(tert-butyl-dimethyl-silanyloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl ester

Base Information

• Chemical Name: Methanesulfonic acid (1S,2S,3R,4R)-2-[3-(tert-butyl-dimethyl-silanyloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl ester
• CAS No.: 81168-32-3
• Molecular Formula: C₃₈H₆₄O₈SSi
• Molecular Weight: 709.073

Synonyms:

Chemical Property of Methanesulfonic acid (1S,2S,3R,4R)-2-[3-(tert-butyl-dimethyl-silanyloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of Methanesulfonic acid (1S,2S,3R,4R)-2-[3-(tert-butyl-dimethyl-silanyloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl ester

There total 3 articles about Methanesulfonic acid (1S,2S,3R,4R)-2-[3-(tert-butyl-dimethyl-silanyloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl 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: 88.0%

{(1S,2S,3R,4R)-2-[3-(tert-Butyl-dimethyl-silanyloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-methanol (81846-26-6) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (1S,2S,3R,4R)-2-[3-(tert-butyl-dimethyl-silanyloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl ester (81168-32-3,81203-95-4,81846-02-8,81846-27-7)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)87262-7

Reference yield:

tert-Butyl-dimethyl-(3-{(1R,2R,3R)-5-methylene-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-phenoxy)-silane (81846-25-5) → Methanesulfonic acid (1S,2S,3R,4R)-2-[3-(tert-butyl-dimethyl-silanyloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl ester (81168-32-3,81203-95-4,81846-02-8,81846-27-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) 9-borabicyclo<3.3.1>nonane 2) hydrogen peroxide

2: 88 percent / triethylamine / CH₂Cl₂

With 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)87262-7

Reference yield:

(2R,3R,4R)-2-(3-(tert-butyldimethylsilyloxy)benzyl)-4-(tetrahydro-2H-pyran-2-yloxy)-3-((3S,1E)-3-(tetrahydro-2H-pyran-2-yloxy)oct-1-enyl)cyclopentanone (65423-57-6) → Methanesulfonic acid (1S,2S,3R,4R)-2-[3-(tert-butyl-dimethyl-silanyloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl ester (81168-32-3,81203-95-4,81846-02-8,81846-27-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 2) aluminum amalgam / 1) THF 2) water-acetic acid-THF (1:1:6)

2: 1) 9-borabicyclo<3.3.1>nonane 2) hydrogen peroxide

3: 88 percent / triethylamine / CH₂Cl₂

With 9-borabicyclo[3.3.1]nonane dimer; aluminium amalgam; dihydrogen peroxide; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)87262-7

upstream raw materials:

{(1S,2S,3R,4R)-2-[3-(tert-Butyl-dimethyl-silanyloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-methanol

methanesulfonyl chloride

tert-Butyl-dimethyl-(3-{(1R,2R,3R)-5-methylene-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-phenoxy)-silane

(2R,3R,4R)-2-(3-(tert-butyldimethylsilyloxy)benzyl)-4-(tetrahydro-2H-pyran-2-yloxy)-3-((3S,1E)-3-(tetrahydro-2H-pyran-2-yloxy)oct-1-enyl)cyclopentanone

Downstream raw materials:

(1R,2R,3aS,9aS)-2-(Tetrahydro-pyran-2-yloxy)-1-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-5-ol

Methanesulfonic acid (1S,2S,3R,4R)-2-(3-hydroxy-benzyl)-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl ester

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