(Z)-4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-2-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl}-but-2-en-1-ol

Base Information

Chemical Name:(Z)-4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-2-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl}-but-2-en-1-ol
CAS No.:896104-77-1
Molecular Formula:C₃₇H₆₂O₄Si
Molecular Weight:598.982
Hs Code.:

(Z)-4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-2-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl}-but-2-en-1-ol

Synonyms:(Z)-4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-2-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl}-but-2-en-1-ol

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Chemical Property of (Z)-4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-2-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl}-but-2-en-1-ol

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Technology Process of (Z)-4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-2-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl}-but-2-en-1-ol

There total 16 articles about (Z)-4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-2-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl}-but-2-en-1-ol 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: 87.0%

: 896104-55-5
(Z)-4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-2-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl}-but-2-enoic acid methyl ester

: 896104-77-1
(Z)-4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-2-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl}-but-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/jo0604585

Reference yield:

: 896104-51-1
(E)-(2S,3S)-2-[3-(4-Methoxy-benzyloxy)-propyl]-3-methyl-hex-4-enoic acid

: 896104-77-1
(Z)-4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-2-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl}-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / MsCl; Et₃N / tetrahydrofuran / 1 h / 0 °C

2.1: 82 percent / tetrahydrofuran / 20 °C

3.1: Grubbs catalyst / CH₂Cl₂ / Heating

4.1: H₂ / Pd/C / ethyl acetate / 2 h

5.1: LHMDS / toluene / 1 h / -78 °C

5.2: tetrahydrofuran / 4 h / -78 - 20 °C

6.1: HSnBu₃; Pd(PPh₃)4 / tetrahydrofuran / 2 h

6.2: 1.18 percent / Pd(PPh₃)4; LiCl; CuCl / dimethylsulfoxide / 37 h / 60 °C

7.1: 87 percent / DIBAL-H / CH₂Cl₂ / -78 - 20 °C

With Grubbs catalyst first generation; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; tri-n-butyl-tin hydride; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; 6.2: Stille coupling;
DOI:10.1021/jo0604585

Reference yield:

: 896104-74-8
(2S,3S,4E)-N-methoxy-2-{3-[(4-methoxybenzyl)oxy]propyl}-N,3-dimethylhex-4-enamide

: 896104-77-1
(Z)-4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-2-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl}-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 82 percent / tetrahydrofuran / 20 °C

2.1: Grubbs catalyst / CH₂Cl₂ / Heating

3.1: H₂ / Pd/C / ethyl acetate / 2 h

4.1: LHMDS / toluene / 1 h / -78 °C

4.2: tetrahydrofuran / 4 h / -78 - 20 °C

5.1: HSnBu₃; Pd(PPh₃)4 / tetrahydrofuran / 2 h

5.2: 1.18 percent / Pd(PPh₃)4; LiCl; CuCl / dimethylsulfoxide / 37 h / 60 °C

6.1: 87 percent / DIBAL-H / CH₂Cl₂ / -78 - 20 °C

With Grubbs catalyst first generation; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; tri-n-butyl-tin hydride; diisobutylaluminium hydride; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; 5.2: Stille coupling;
DOI:10.1021/jo0604585