[(E)-(1R,4S)-5-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-4-methyl-pent-2-enyloxy]-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: [(E)-(1R,4S)-5-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-4-methyl-pent-2-enyloxy]-tert-butyl-dimethyl-silane
• CAS No.: 125152-14-9
• Molecular Formula: C₂₉H₄₂O₃Si
• Molecular Weight: 466.736

Synonyms:[(E)-(1R,4S)-5-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-4-methyl-pent-2-enyloxy]-tert-butyl-dimethyl-silane

Chemical Property of [(E)-(1R,4S)-5-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-4-methyl-pent-2-enyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(E)-(1R,4S)-5-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-4-methyl-pent-2-enyloxy]-tert-butyl-dimethyl-silane

There total 2 articles about [(E)-(1R,4S)-5-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-4-methyl-pent-2-enyloxy]-tert-butyl-dimethyl-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:

(2E,5E)-(4R,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methyl-octa-2,5-dienedioic acid diethyl ester (125152-09-2) → [(E)-(1R,4S)-5-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-4-methyl-pent-2-enyloxy]-tert-butyl-dimethyl-silane (125152-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1: iBu₂AlH / CH₂Cl₂ / -78 °C

2: NaH / dimethylformamide / Ambient temperature

With sodium hydride; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c39890000967

Reference yield:

benzyl bromide (100-39-0) + (2E,5E)-(4R,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methyl-octa-2,5-diene-1,8-diol → [(E)-(1R,4S)-5-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-4-methyl-pent-2-enyloxy]-tert-butyl-dimethyl-silane (125152-14-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; Yield given; Ambient temperature;

DOI:10.1039/c39890000967

Reference yield: 94.0%

[(E)-(1R,4S)-5-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-4-methyl-pent-2-enyloxy]-tert-butyl-dimethyl-silane (125152-14-9) → (2E,5E)-(4R,7S)-1,8-Bis-benzyloxy-7-methyl-octa-2,5-dien-4-ol (125152-15-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;

DOI:10.1039/c39890000967

upstream raw materials:

benzyl bromide

(2E,5E)-(4R,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methyl-octa-2,5-dienedioic acid diethyl ester

Downstream raw materials:

(S)-3-benzyloxy-2-methylpropan-1-ol

(2E,5E)-(4R,7S)-1,8-Bis-benzyloxy-7-methyl-octa-2,5-dien-4-ol

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