((5-((1S,2S,E)-4-iodo-2-methyl-1-((triethylsilyl)oxy)but-3-en-1-yl)-1,3-phenylene)bis(oxy))bis(triisopropylsilane)

Base Information

• Chemical Name: ((5-((1S,2S,E)-4-iodo-2-methyl-1-((triethylsilyl)oxy)but-3-en-1-yl)-1,3-phenylene)bis(oxy))bis(triisopropylsilane)
• CAS No.: 1297531-40-8
• Molecular Formula: C₃₅H₆₇IO₃Si₃
• Molecular Weight: 747.076
• Mol file: 1297531-40-8.mol

Synonyms:((5-((1S,2S,E)-4-iodo-2-methyl-1-((triethylsilyl)oxy)but-3-en-1-yl)-1,3-phenylene)bis(oxy))bis(triisopropylsilane)

Chemical Property of ((5-((1S,2S,E)-4-iodo-2-methyl-1-((triethylsilyl)oxy)but-3-en-1-yl)-1,3-phenylene)bis(oxy))bis(triisopropylsilane)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((5-((1S,2S,E)-4-iodo-2-methyl-1-((triethylsilyl)oxy)but-3-en-1-yl)-1,3-phenylene)bis(oxy))bis(triisopropylsilane)

There total 2 articles about ((5-((1S,2S,E)-4-iodo-2-methyl-1-((triethylsilyl)oxy)but-3-en-1-yl)-1,3-phenylene)bis(oxy))bis(triisopropylsilane) 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:

triethylsilyl trifluoromethyl sulfonate (79271-56-0) + (tri-n-butylstannyl)-1,2-butadiene (41391-54-2,50340-97-1,78845-12-2,81925-31-7,143065-65-0,143065-66-1,143065-67-2,126747-55-5) + 3,5-bis((triisopropylsilyl)oxy)benzaldehyde → ((5-((1S,2S,E)-4-iodo-2-methyl-1-((triethylsilyl)oxy)but-3-en-1-yl)-1,3-phenylene)bis(oxy))bis(triisopropylsilane) (1297531-40-8)

Guidance literature:

(tri-n-butylstannyl)-1,2-butadiene; With (^dIpc)₂BH; In toluene; at -20 - 0 ℃;

3,5-bis((triisopropylsilyl)oxy)benzaldehyde; In toluene; at -78 - 0 ℃; for 13.5h;

triethylsilyl trifluoromethyl sulfonate; enantioselective reaction; Further stages;

DOI:10.1021/ol200834p

Reference yield:

triisopropylsilyl chloride (13154-24-0) → ((5-((1S,2S,E)-4-iodo-2-methyl-1-((triethylsilyl)oxy)but-3-en-1-yl)-1,3-phenylene)bis(oxy))bis(triisopropylsilane) (1297531-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C

2.1: (^dIpc)₂BH / toluene / -20 - 0 °C

2.2: 13.5 h / -78 - 0 °C

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/ol200834p

Reference yield:

(2S,4S)-5-((4-methoxybenzyl)oxy)-2,4-dimethylpentanal (1297531-39-5) + ((5-((1S,2S,E)-4-iodo-2-methyl-1-((triethylsilyl)oxy)but-3-en-1-yl)-1,3-phenylene)bis(oxy))bis(triisopropylsilane) (1297531-40-8) → C50H90O6Si3 (1297536-12-9)

Guidance literature:

With chromium dichloride; nickel dichloride; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 17h; Inert atmosphere; Large scale reaction;

DOI:10.1021/ol200834p

upstream raw materials:

triisopropylsilyl chloride

triethylsilyl trifluoromethyl sulfonate

(tri-n-butylstannyl)-1,2-butadiene

Downstream raw materials:

C₅₀H₉₀O₆Si₃

(8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-3,3,11,11-tetraethyl-5-((2S,4S)-5-((4-methoxybenzyl)oxy)-4-methylpentan-2-yl)-8-methyl-4,10-dioxa-3,11-disilatridec-6-ene

(2S,4S,8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-2,4,8-trimethyl-5,9-bis((triethylsilyl)oxy)non-6-en-1-ol

C₄₈H₉₅IO₄Si₄