[(R)-[(1R,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1-methyl-2-methylene-cyclopentyl]-((R)-5-isopropyl-2-methyl-cyclopent-1-enyl)-methoxy]-trimethyl-silane

Base Information

• Chemical Name: [(R)-[(1R,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1-methyl-2-methylene-cyclopentyl]-((R)-5-isopropyl-2-methyl-cyclopent-1-enyl)-methoxy]-trimethyl-silane
• CAS No.: 107439-83-8
• Molecular Formula: C₃₀H₄₈O₂Si
• Molecular Weight: 468.795

Synonyms:[(R)-[(1R,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1-methyl-2-methylene-cyclopentyl]-((R)-5-isopropyl-2-methyl-cyclopent-1-enyl)-methoxy]-trimethyl-silane

Chemical Property of [(R)-[(1R,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1-methyl-2-methylene-cyclopentyl]-((R)-5-isopropyl-2-methyl-cyclopent-1-enyl)-methoxy]-trimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(R)-[(1R,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1-methyl-2-methylene-cyclopentyl]-((R)-5-isopropyl-2-methyl-cyclopent-1-enyl)-methoxy]-trimethyl-silane

There total 16 articles about [(R)-[(1R,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1-methyl-2-methylene-cyclopentyl]-((R)-5-isopropyl-2-methyl-cyclopent-1-enyl)-methoxy]-trimethyl-silane 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: 94.0%

chloro-trimethyl-silane (75-77-4) + (R)-[(1R,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1-methyl-2-methylene-cyclopentyl]-((R)-5-isopropyl-2-methyl-cyclopent-1-enyl)-methanol (93178-07-5,93221-54-6,93221-55-7,93221-56-8) → [(R)-[(1R,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1-methyl-2-methylene-cyclopentyl]-((R)-5-isopropyl-2-methyl-cyclopent-1-enyl)-methoxy]-trimethyl-silane (107439-83-8)

Guidance literature:

In pyridine; at 15 - 25 ℃; for 24h;

DOI:10.1246/bcsj.59.1109

Reference yield:

(1S,2R,5S)-1,2-Dihydroxy-5-isopropenyl-2-methyl-cyclopentanecarboxylic acid methyl ester → [(R)-[(1R,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1-methyl-2-methylene-cyclopentyl]-((R)-5-isopropyl-2-methyl-cyclopent-1-enyl)-methoxy]-trimethyl-silane (107439-83-8)

Guidance literature:

Multi-step reaction with 12 steps

2: 1.) trimethoxymethane, PPTS / 1.) roomtemp., 15 h; 2.) Ac₂O, heated, 3 h

3: 90 percent / DIBAH / toluene; diethyl ether / -78 °C

4: 68 percent / MnO₂ / CH₂Cl₂ / 48 h

5: 91 percent / PPTS / benzene / 9 h / Heating

6: 1.) NaBH₄, 2-methyl-2-butene, BF₃-etherate; 2.) 30percent H₂O₂, 3M NaOH / 1.) diethylene glycol dimethyl ether, 0 deg C, 30 min then roomtemp., 2 h; 2.) diethylene glycol dimethyl ether, 50 deg C, 1 h

7: 76 percent / NaH / dimethylformamide / 96 h / Ambient temperature

8: 72 percent / 0.5 M HCl / diethyl ether / 4 h

9: 96.5 percent / NaBH₄ / methanol

10: 95 percent / (COCl)2, DMSO / CH₂Cl₂ / 1 h / 0 °C

11: 73 percent / CrCl₃, LAH / dimethylformamide / 5 h / 0 °C

12: 94 percent / pyridine / 24 h / 15 - 25 °C

With hydrogenchloride; manganese(IV) oxide; chromium chloride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; oxalyl dichloride; boron trifluoride diethyl etherate; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; trimethyl orthoformate; In pyridine; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1246/bcsj.59.1109

Reference yield:

L-menthyl 1,2-dihydroxy-8-iriden-7-oate → [(R)-[(1R,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1-methyl-2-methylene-cyclopentyl]-((R)-5-isopropyl-2-methyl-cyclopent-1-enyl)-methoxy]-trimethyl-silane (107439-83-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / H₂ / 5percent Pd/C / methanol

2: 1.) trimethoxymethane, PPTS / 1.) roomtemp., 15 h; 2.) Ac₂O, heated, 3 h

3: 95 percent / DIBAH / toluene; diethyl ether / -78 °C

4: 70 percent / MnO₂ / CH₂Cl₂ / 48 h

5: 73 percent / CrCl₃, LAH / dimethylformamide / 5 h / 0 °C

6: 94 percent / pyridine / 24 h / 15 - 25 °C

With manganese(IV) oxide; chromium chloride; lithium aluminium tetrahydride; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; trimethyl orthoformate; palladium on activated charcoal; In pyridine; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1246/bcsj.59.1109

upstream raw materials:

chloro-trimethyl-silane

(R)-[(1R,3S)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-1-methyl-2-methylene-cyclopentyl]-((R)-5-isopropyl-2-methyl-cyclopent-1-enyl)-methanol

(-)-1-methyl-2-(hydroxymethyl)-3(R)-isopropylcyclopentene

(+)-1-methyl-3-isopropylcyclopentene-2-carboxaldehyde

Downstream raw materials:

[(2R,5R)-2-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-5-isopropyl-2-methyl-cyclopent-(Z)-ylidenemethoxy]-trimethyl-silane

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