(1S,2R,1'S,2'R)-2,2'-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclopropyl

Base Information

• Chemical Name: (1S,2R,1'S,2'R)-2,2'-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclopropyl
• CAS No.: 178602-54-5
• Molecular Formula: C₄₀H₅₀O₂Si₂
• Molecular Weight: 619.007
• Mol file: 178602-54-5.mol

Synonyms:(1S,2R,1'S,2'R)-2,2'-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclopropyl

Chemical Property of (1S,2R,1'S,2'R)-2,2'-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclopropyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,1'S,2'R)-2,2'-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclopropyl

There total 1 articles about (1S,2R,1'S,2'R)-2,2'-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclopropyl 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:

(E)-3-(tri-n-butylstannyl)-2-propen-1-ol (82994-41-0,81925-29-3,74141-12-1,74141-13-2) + bis(iodomethyl)zinc (14399-53-2) + tert-butylchlorodiphenylsilane (58479-61-1) → (1S,2R,1'S,2'R)-2,2'-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclopropyl (178602-54-5)

Guidance literature:

With dioxaborolane; Yield given. Multistep reaction;

DOI:10.1021/ja961093g

Reference yield: 72.0%

(1S,2R,1'S,2'R)-2,2'-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclopropyl (178602-54-5) → (1'R,2'R,1''S,2''R)-2-{2-[2-(tert-butyldiphenylsilyloxymethyl)cyclopropyl]cyclopropyl}methanol (178602-56-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 23 ℃; for 2h;

DOI:10.1021/ja961093g

Reference yield:

(1S,2R,1'S,2'R)-2,2'-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclopropyl (178602-54-5) → (1S,2R,1'R,2'R,1''R,2''R,1'''S,2'''R)-2,2'''-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-[1,1';2',1'';2'',1''']quatercyclopropane (178435-96-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 72 percent / Bu₄NF / tetrahydrofuran / 2 h / 23 °C

2: 91 percent / RuCl₃, NaIO₄ / CCl₄; acetonitrile; H₂O / 1.5 h / 23 °C

3: DCC, DMAP / various solvent(s) / 4 h / 23 °C

4: BrCCl₃ / 1.5 h / 0 °C / Irradiation

5: 1.) t-BuLi, 2.) 3>4, 3.) O₂

With dmap; ruthenium trichloride; sodium periodate; tetrakiscopper(I); Bromotrichloromethane; tetrabutyl ammonium fluoride; tert.-butyl lithium; oxygen; dicyclohexyl-carbodiimide; In tetrahydrofuran; tetrachloromethane; water; acetonitrile;

DOI:10.1021/ja961093g

upstream raw materials:

(E)-3-(tri-n-butylstannyl)-2-propen-1-ol

bis(iodomethyl)zinc

tert-butylchlorodiphenylsilane

Downstream raw materials:

(1'R,2'R,1''S,2''R)-2-{2-[2-(tert-butyldiphenylsilyloxymethyl)cyclopropyl]cyclopropyl}methanol

(1S,2R,1'S,2'R)-2'-(tert-Butyl-diphenyl-silanyloxymethyl)-bicyclopropyl-2-carboxylic acid

[(1S,2R,1'R,2'R,1''R,2''R,1'''S,2'''R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-[1,1';2',1'';2'',1''']quatercyclopropan-2'''-yl]-methanol

(1S,2R,1'R,2'R,1''R,2''R,1'''S,2'''R)-2,2'''-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-[1,1';2',1'';2'',1''']quatercyclopropane