{(Z)-4-[(1R,2R,3R,5S)-2-[(E)-(S)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enyloxy}-acetic acid tert-butyl ester

Base Information

Chemical Name:{(Z)-4-[(1R,2R,3R,5S)-2-[(E)-(S)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enyloxy}-acetic acid tert-butyl ester
CAS No.:120891-43-2
Molecular Formula:C₃₄H₅₆O₈
Molecular Weight:592.814
Hs Code.:

{(Z)-4-[(1R,2R,3R,5S)-2-[(E)-(S)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enyloxy}-acetic acid tert-butyl ester

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Chemical Property of {(Z)-4-[(1R,2R,3R,5S)-2-[(E)-(S)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enyloxy}-acetic acid tert-butyl ester

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Technology Process of {(Z)-4-[(1R,2R,3R,5S)-2-[(E)-(S)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enyloxy}-acetic acid tert-butyl ester

There total 2 articles about {(Z)-4-[(1R,2R,3R,5S)-2-[(E)-(S)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enyloxy}-acetic acid tert-butyl 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:

: 5292-43-3
bromoacetic acid tert-butyl ester

: (Z)-4-[(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-en-1-ol

: 120891-43-2
{(Z)-4-[(1R,2R,3R,5S)-2-[(E)-(S)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enyloxy}-acetic acid tert-butyl ester

: 130274-01-0
(5E,13E)-(9S,11R,15S)-11,15-bis(tetrahydropyran-2-yloxy)-15-cyclohexyl-9-hydroxy-3-oxa-16,17,18,19,20-pentanor-5,13-prostadienoic acid t-butyl ester

Guidance literature:: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In toluene; at 24 ℃; for 15h;
DOI:10.1016/S0040-4039(00)97413-6

Reference yield:

: 130172-78-0
(Z)-4-[(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enoic acid methyl ester

: 120891-43-2
{(Z)-4-[(1R,2R,3R,5S)-2-[(E)-(S)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enyloxy}-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: DIBAH / toluene / 2 h / -70 - -20 °C

2: 25percent NaOH, Bu₄NHSO₄ / toluene / 15 h / 24 °C

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; diisobutylaluminium hydride; In toluene;
DOI:10.1016/S0040-4039(00)97413-6

Reference yield:

: 120891-43-2
{(Z)-4-[(1R,2R,3R,5S)-2-[(E)-(S)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enyloxy}-acetic acid tert-butyl ester

: 120891-44-3
ZK 118182

Guidance literature:: Multi-step reaction with 3 steps

1: TsCl, Bu₄NCl

2: HOAc / tetrahydrofuran; H₂O / 18 h / 24 °C

3: LiOH / methanol / 16 h / 24 °C

With lithium hydroxide; tetrabutyl-ammonium chloride; acetic acid; p-toluenesulfonyl chloride; In tetrahydrofuran; methanol; water;
DOI:10.1016/S0040-4039(00)97413-6