(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

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-enoic acid methyl ester
CAS No.:896104-55-5
Molecular Formula:C₃₈H₆₂O₅Si
Molecular Weight:626.993
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-enoic acid methyl ester

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-enoic acid methyl ester

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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-enoic acid methyl ester

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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-enoic acid methyl ester

There total 14 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-enoic acid methyl 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: 1.18%

: 896104-48-6
4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-but-2-ynoic acid methyl ester

: 896104-54-4
Trifluoro-methanesulfonic acid (4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl ester

: 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

Guidance literature:: 4-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-but-2-ynoic acid methyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; In tetrahydrofuran; for 2h;

Trifluoro-methanesulfonic acid (4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-4-methyl-cyclopent-1-enyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) chloride; lithium chloride; In dimethyl sulfoxide; at 60 ℃; for 37h;
DOI:10.1021/jo0604585

Reference yield:

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

: 896104-55-5
(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

Guidance literature:: Multi-step reaction with 6 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

With Grubbs catalyst first generation; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; tri-n-butyl-tin 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

: 896104-55-5
(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

Guidance literature:: Multi-step reaction with 5 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

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