(1S,2R,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]-cyclopentanecarbaldehyde

Base Information

Chemical Name:(1S,2R,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]-cyclopentanecarbaldehyde
CAS No.:81845-99-0
Molecular Formula:C₃₇H₆₀O₆Si
Molecular Weight:628.965
Hs Code.:

(1S,2R,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]-cyclopentanecarbaldehyde

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Chemical Property of (1S,2R,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]-cyclopentanecarbaldehyde

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Technology Process of (1S,2R,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]-cyclopentanecarbaldehyde

There total 3 articles about (1S,2R,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]-cyclopentanecarbaldehyde 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: 79.0%

: 81846-26-6
{(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

: 81845-99-0
(1S,2R,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]-cyclopentanecarbaldehyde

Guidance literature:: Collins oxidation;
DOI:10.1016/S0040-4039(00)87262-7

Reference yield:

: 81846-25-5
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

: 81845-99-0
(1S,2R,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]-cyclopentanecarbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

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

2: 79 percent / Collins oxidation

With 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide;
DOI:10.1016/S0040-4039(00)87262-7

Reference yield:

: 65423-57-6
(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

: 81845-99-0
(1S,2R,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]-cyclopentanecarbaldehyde

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: 79 percent / Collins oxidation

With 9-borabicyclo[3.3.1]nonane dimer; aluminium amalgam; dihydrogen peroxide;
DOI:10.1016/S0040-4039(00)87262-7