3-{(1S,5S)-2-[(Z)-3-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-1-(tert-butyl-diphenyl-silanyloxymethyl)-propenyl]-5-methyl-cyclopent-2-enyl}-propionaldehyde

Base Information

Chemical Name:3-{(1S,5S)-2-[(Z)-3-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-1-(tert-butyl-diphenyl-silanyloxymethyl)-propenyl]-5-methyl-cyclopent-2-enyl}-propionaldehyde
CAS No.:896104-58-8
Molecular Formula:C₄₅H₇₀O₃Si₂
Molecular Weight:715.22
Hs Code.:

3-{(1S,5S)-2-[(Z)-3-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-1-(tert-butyl-diphenyl-silanyloxymethyl)-propenyl]-5-methyl-cyclopent-2-enyl}-propionaldehyde

Synonyms:3-{(1S,5S)-2-[(Z)-3-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-1-(tert-butyl-diphenyl-silanyloxymethyl)-propenyl]-5-methyl-cyclopent-2-enyl}-propionaldehyde

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Chemical Property of 3-{(1S,5S)-2-[(Z)-3-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-1-(tert-butyl-diphenyl-silanyloxymethyl)-propenyl]-5-methyl-cyclopent-2-enyl}-propionaldehyde

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Technology Process of 3-{(1S,5S)-2-[(Z)-3-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-1-(tert-butyl-diphenyl-silanyloxymethyl)-propenyl]-5-methyl-cyclopent-2-enyl}-propionaldehyde

There total 19 articles about 3-{(1S,5S)-2-[(Z)-3-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-1-(tert-butyl-diphenyl-silanyloxymethyl)-propenyl]-5-methyl-cyclopent-2-enyl}-propionaldehyde 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%

: 896104-57-7
3-{(1S,5S)-2-[(Z)-3-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-1-(tert-butyl-diphenyl-silanyloxymethyl)-propenyl]-5-methyl-cyclopent-2-enyl}-propan-1-ol

: 896104-58-8
3-{(1S,5S)-2-[(Z)-3-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-1-(tert-butyl-diphenyl-silanyloxymethyl)-propenyl]-5-methyl-cyclopent-2-enyl}-propionaldehyde

Guidance literature:: With 2,6-dimethylpyridine; Dess-Martin periodane; In dichloromethane; for 2h;
DOI:10.1021/jo0604585

Reference yield:

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

: 896104-58-8
3-{(1S,5S)-2-[(Z)-3-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-1-(tert-butyl-diphenyl-silanyloxymethyl)-propenyl]-5-methyl-cyclopent-2-enyl}-propionaldehyde

Guidance literature:: Multi-step reaction with 10 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

8.1: 93 percent / imidazole / dimethylformamide / 18 h / 20 °C

9.1: 91 percent / catecholborane bromide; 2,6-lutidine / CH₂Cl₂ / 7 h / 0 °C

10.1: 87 percent / Dess-Martin periodinane; 2,6-lutidine / CH₂Cl₂ / 2 h

With 1H-imidazole; 2,6-dimethylpyridine; Grubbs catalyst first generation; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromocatecholborane; hydrogen; tri-n-butyl-tin hydride; diisobutylaluminium hydride; Dess-Martin periodane; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 6.2: Stille coupling / 10.1: Dess-Martin oxidation;
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

: 896104-58-8
3-{(1S,5S)-2-[(Z)-3-[(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclopentyl]-1-(tert-butyl-diphenyl-silanyloxymethyl)-propenyl]-5-methyl-cyclopent-2-enyl}-propionaldehyde

Guidance literature:: Multi-step reaction with 9 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

7.1: 93 percent / imidazole / dimethylformamide / 18 h / 20 °C

8.1: 91 percent / catecholborane bromide; 2,6-lutidine / CH₂Cl₂ / 7 h / 0 °C

9.1: 87 percent / Dess-Martin periodinane; 2,6-lutidine / CH₂Cl₂ / 2 h

With 1H-imidazole; 2,6-dimethylpyridine; Grubbs catalyst first generation; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromocatecholborane; hydrogen; tri-n-butyl-tin hydride; diisobutylaluminium hydride; Dess-Martin periodane; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 5.2: Stille coupling / 9.1: Dess-Martin oxidation;
DOI:10.1021/jo0604585