((3S,4S,E)-4-tert-butyldimethylsilyloxy-7-(4-methoxybenzyloxy)-3,5-dimethylhept-5-en-1-ynyl)trimethylsilane

Base Information

• Chemical Name: ((3S,4S,E)-4-tert-butyldimethylsilyloxy-7-(4-methoxybenzyloxy)-3,5-dimethylhept-5-en-1-ynyl)trimethylsilane
• CAS No.: 1283713-72-3
• Molecular Formula: C₂₆H₄₄O₃Si₂
• Molecular Weight: 460.805

Synonyms:((3S,4S,E)-4-tert-butyldimethylsilyloxy-7-(4-methoxybenzyloxy)-3,5-dimethylhept-5-en-1-ynyl)trimethylsilane

Chemical Property of ((3S,4S,E)-4-tert-butyldimethylsilyloxy-7-(4-methoxybenzyloxy)-3,5-dimethylhept-5-en-1-ynyl)trimethylsilane

Chemical Property:

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Technology Process of ((3S,4S,E)-4-tert-butyldimethylsilyloxy-7-(4-methoxybenzyloxy)-3,5-dimethylhept-5-en-1-ynyl)trimethylsilane

There total 3 articles about ((3S,4S,E)-4-tert-butyldimethylsilyloxy-7-(4-methoxybenzyloxy)-3,5-dimethylhept-5-en-1-ynyl)trimethylsilane 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: 70.0%

(3S,4S,E)-7-(4-methoxybenzyloxy)-3,5-dimethyl-1-(trimethylsilyl)hept-5-en-1-yn-4-ol (1283713-43-8) + t-butyldimethylsiyl triflate (69739-34-0) → ((3S,4S,E)-4-tert-butyldimethylsilyloxy-7-(4-methoxybenzyloxy)-3,5-dimethylhept-5-en-1-ynyl)trimethylsilane (1283713-72-3)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -50 ℃;

DOI:10.1055/s-0030-1259286

Reference yield:

((3R)-3-{[dihydroxy(methyl)-λ4-sulfanyl]oxy}but-1-yn-1-yl)(trimethyl)silane (200440-90-0) → ((3S,4S,E)-4-tert-butyldimethylsilyloxy-7-(4-methoxybenzyloxy)-3,5-dimethylhept-5-en-1-ynyl)trimethylsilane (1283713-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: palladium diacetate; triphenylphosphine / tetrahydrofuran / -78 °C

1.2: -78 - -5 °C

2.1: 2,6-dimethylpyridine / dichloromethane / -50 °C

With 2,6-dimethylpyridine; palladium diacetate; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-0030-1259286

Reference yield:

(2E)-4-[(4-methoxybenzyl)oxy]-2-methylbut-2-enal (197227-70-6) → ((3S,4S,E)-4-tert-butyldimethylsilyloxy-7-(4-methoxybenzyloxy)-3,5-dimethylhept-5-en-1-ynyl)trimethylsilane (1283713-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: palladium diacetate; triphenylphosphine / tetrahydrofuran / -78 °C

1.2: -78 - -5 °C

2.1: 2,6-dimethylpyridine / dichloromethane / -50 °C

With 2,6-dimethylpyridine; palladium diacetate; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-0030-1259286

upstream raw materials:

(3S,4S,E)-7-(4-methoxybenzyloxy)-3,5-dimethyl-1-(trimethylsilyl)hept-5-en-1-yn-4-ol

t-butyldimethylsiyl triflate

((3R)-3-{[dihydroxy(methyl)-λ⁴-sulfanyl]oxy}but-1-yn-1-yl)(trimethyl)silane

(2E)-4-[(4-methoxybenzyl)oxy]-2-methylbut-2-enal

Downstream raw materials:

C₂₃H₃₅IO₃Si

1-(((2E,4S,5S,6Z)-4-tert-butyldimethylsilyloxy-7-iodo-3,5-dimethylhepta-2,6-dienyloxy)methyl)-4-methoxybenzene

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