(R)-1-Benzyloxy-3-[2-((S)-2-(tert-butyl-dimethyl-silanyloxy)-3-{2-[3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-propyl)-[1,3]dithian-2-yl]-propan-2-ol

Base Information

• Chemical Name: (R)-1-Benzyloxy-3-[2-((S)-2-(tert-butyl-dimethyl-silanyloxy)-3-{2-[3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-propyl)-[1,3]dithian-2-yl]-propan-2-ol
• CAS No.: 875208-48-3
• Molecular Formula: C₃₅H₆₀O₅S₄Si
• Molecular Weight: 717.208
• Mol file: 875208-48-3.mol

Synonyms:(R)-1-Benzyloxy-3-[2-((S)-2-(tert-butyl-dimethyl-silanyloxy)-3-{2-[3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-propyl)-[1,3]dithian-2-yl]-propan-2-ol

Chemical Property of (R)-1-Benzyloxy-3-[2-((S)-2-(tert-butyl-dimethyl-silanyloxy)-3-{2-[3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-propyl)-[1,3]dithian-2-yl]-propan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-Benzyloxy-3-[2-((S)-2-(tert-butyl-dimethyl-silanyloxy)-3-{2-[3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-propyl)-[1,3]dithian-2-yl]-propan-2-ol

There total 2 articles about (R)-1-Benzyloxy-3-[2-((S)-2-(tert-butyl-dimethyl-silanyloxy)-3-{2-[3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-propyl)-[1,3]dithian-2-yl]-propan-2-ol 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: 52.0%

tert-butyl-dimethyl-(2-oxiranylmethyl-[1,3]dithian-2-yl)-silane (875208-31-4) + (R)-benzyl glycidol (14618-80-5) + (S)-4-(3-[1,3]Dithian-2-yl-propyl)-2,2-dimethyl-[1,3]dioxolane (585535-09-7) → (R)-1-Benzyloxy-3-[2-((S)-2-(tert-butyl-dimethyl-silanyloxy)-3-{2-[3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-propyl)-[1,3]dithian-2-yl]-propan-2-ol (875208-48-3)

Guidance literature:

(S)-4-(3-[1,3]Dithian-2-yl-propyl)-2,2-dimethyl-[1,3]dioxolane; With n-butyllithium; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

tert-butyl-dimethyl-(2-oxiranylmethyl-[1,3]dithian-2-yl)-silane; In tetrahydrofuran; diethyl ether; at -30 ℃; for 0.333333h;

(R)-benzyl glycidol; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; diethyl ether; at -50 - 20 ℃; for 2h;

DOI:10.1021/ja057059w

Reference yield:

tert-butyl(1,3-dithian-2-yl)dimethylsilane (95452-06-5) → (R)-1-Benzyloxy-3-[2-((S)-2-(tert-butyl-dimethyl-silanyloxy)-3-{2-[3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-propyl)-[1,3]dithian-2-yl]-propan-2-ol (875208-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-BuLi / diethyl ether; pentane / 1 h / -78 - -40 °C

1.2: 73 percent / diethyl ether; pentane / 1.67 h / -40 - 20 °C

2.1: n-BuLi / tetrahydrofuran / 0.08 h / 20 °C

2.2: tetrahydrofuran; diethyl ether / 0.33 h / -30 °C

2.3: 52 percent / HMPA / tetrahydrofuran; diethyl ether / 2 h / -50 - 20 °C

With n-butyllithium; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; pentane; 2.3: Brook rearrangement;

DOI:10.1021/ja057059w

Reference yield: 68.0%

(R)-1-Benzyloxy-3-[2-((S)-2-(tert-butyl-dimethyl-silanyloxy)-3-{2-[3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-[1,3]dithian-2-yl}-propyl)-[1,3]dithian-2-yl]-propan-2-ol (875208-48-3) → (2R,6S)-1-Benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-11-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-undecane-4,8-dione

Guidance literature:

With (CF₃CO₂)IPh; water; In methanol; at 0 ℃; for 0.0833333h;

DOI:10.1021/ja057059w

upstream raw materials:

tert-butyl-dimethyl-(2-oxiranylmethyl-[1,3]dithian-2-yl)-silane

(R)-benzyl glycidol

(S)-4-(3-[1,3]Dithian-2-yl-propyl)-2,2-dimethyl-[1,3]dioxolane

tert-butyl(1,3-dithian-2-yl)dimethylsilane