C₂₃H₃₄O₆SSi

Base Information

• Chemical Name: C₂₃H₃₄O₆SSi
• CAS No.: 1380234-48-9
• Molecular Formula: C₂₃H₃₄O₆SSi
• Molecular Weight: 466.671
• Mol file: 1380234-48-9.mol

Synonyms:C₂₃H₃₄O₆SSi

Chemical Property of C₂₃H₃₄O₆SSi

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of C₂₃H₃₄O₆SSi

There total 5 articles about C₂₃H₃₄O₆SSi 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: 56.0%

phenylsulfonylpropa-1,2-diene (2525-42-0) + ethyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-glycero-hex-2-enopyranosid-4-ulose (81389-88-0) → C23H34O6SSi (1380234-48-9)

Guidance literature:

With 18-crown-6 ether; benzenesulfinic acid sodium salt; In tetrahydrofuran; at 20 ℃; for 21h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol301090v

Reference yield:

ethyl 6-O-tert-butyldimethylsilyl-4-hydroxyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (58888-62-3) → C23H34O6SSi (1380234-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

2: benzenesulfinic acid sodium salt; 18-crown-6 ether / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere

With oxalyl dichloride; 18-crown-6 ether; benzenesulfinic acid sodium salt; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1: Swern oxidation / 2: Padwa elimination;

DOI:10.1021/ol301090v

Reference yield:

ethyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (23339-15-3) → C23H34O6SSi (1380234-48-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 70 h / 0 - 20 °C / Inert atmosphere

2: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

3: benzenesulfinic acid sodium salt; 18-crown-6 ether / tetrahydrofuran / 21 h / 20 °C / Inert atmosphere

With 1H-imidazole; oxalyl dichloride; 18-crown-6 ether; benzenesulfinic acid sodium salt; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2: Swern oxidation / 3: Padwa elimination;

DOI:10.1021/ol301090v

upstream raw materials:

phenylsulfonylpropa-1,2-diene

ethyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-glycero-hex-2-enopyranosid-4-ulose

ethyl 6-O-tert-butyldimethylsilyl-4-hydroxyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

ethyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Downstream raw materials:

C₂₃H₃₆O₆SSi

C₂₉H₅₀O₆SSi₂

C₃₂H₅₂O₁₀SSi₂

C₁₉H₁₅F₅O₇