C₂₇H₄₀O₄Si

Base Information

• Chemical Name: C₂₇H₄₀O₄Si
• CAS No.: 1443743-53-0
• Molecular Formula: C₂₇H₄₀O₄Si
• Molecular Weight: 456.698
• Mol file: 1443743-53-0.mol

Synonyms:C₂₇H₄₀O₄Si

Chemical Property of C₂₇H₄₀O₄Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₇H₄₀O₄Si

There total 7 articles about C₂₇H₄₀O₄Si 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: 87.0%

t-butyldimethylsiyl triflate (69739-34-0) + C21H25IO4 (1443743-52-9) → C27H40O4Si (1443743-53-0)

Guidance literature:

C₂₁H₂₅IO₄; With tert.-butyl lithium; In tetrahydrofuran; at -78 - -60 ℃; for 0.5h; Inert atmosphere;

t-butyldimethylsiyl triflate; In tetrahydrofuran; at -78 - 0 ℃; Inert atmosphere;

DOI:10.1021/ol401367h

Reference yield:

1,5-anhydro-2-deoxy-4,6-O-p-methoxybenzylidene-D-arabino-hexitol (203862-58-2) → C27H40O4Si (1443743-53-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

1.2: -15 - 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / toluene / 0.01 h / -78 - -10 °C / Inert atmosphere

3.1: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 12 h / 55 °C / Inert atmosphere; Darkness

4.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 - -60 °C / Inert atmosphere

4.2: -78 - 0 °C / Inert atmosphere

With 1H-imidazole; iodine; tert.-butyl lithium; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1021/ol401367h

Reference yield:

(3S,4R)-dihydroxy-(2R)-(hydroxymethyl)tetrahydropyran (3971-47-9,7103-29-9,13035-11-5,26242-03-5) → C27H40O4Si (1443743-53-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: camphor-10-sulfonic acid / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: -15 - 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / toluene / 0.01 h / -78 - -10 °C / Inert atmosphere

4.1: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 12 h / 55 °C / Inert atmosphere; Darkness

5.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 - -60 °C / Inert atmosphere

5.2: -78 - 0 °C / Inert atmosphere

With 1H-imidazole; camphor-10-sulfonic acid; iodine; tert.-butyl lithium; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1021/ol401367h

upstream raw materials:

(3S,4R)-dihydroxy-(2R)-(hydroxymethyl)tetrahydropyran

1,5-anhydro-2-deoxy-4,6-O-p-methoxybenzylidene-D-arabino-hexitol

C₂₁H₂₄O₅

t-butyldimethylsiyl triflate

Downstream raw materials:

C₂₆H₃₈O₅Si

C₄₄H₇₅NO₇Si₂

C₄₅H₇₇O₉PSi₂

C₃₉H₆₃O₉PSi