(R)-2-(1R,2S)-2-azido-3-(tert-butyldiphenylsilyloxy-1-hydroxypropyl)hexadecanitrile

Base Information

• Chemical Name: (R)-2-(1R,2S)-2-azido-3-(tert-butyldiphenylsilyloxy-1-hydroxypropyl)hexadecanitrile
• CAS No.: 1313734-16-5
• Molecular Formula: C₃₅H₅₄N₄O₂Si
• Molecular Weight: 590.925
• Mol file: 1313734-16-5.mol

Synonyms:(R)-2-(1R,2S)-2-azido-3-(tert-butyldiphenylsilyloxy-1-hydroxypropyl)hexadecanitrile

Chemical Property of (R)-2-(1R,2S)-2-azido-3-(tert-butyldiphenylsilyloxy-1-hydroxypropyl)hexadecanitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(1R,2S)-2-azido-3-(tert-butyldiphenylsilyloxy-1-hydroxypropyl)hexadecanitrile

There total 1 articles about (R)-2-(1R,2S)-2-azido-3-(tert-butyldiphenylsilyloxy-1-hydroxypropyl)hexadecanitrile 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: 72.0%

[(S)-2-azido-2-((4S,5R)-2,2-dioxo-5-tetradecyl-2λ6-[1,3,2]dioxathiolan-4-yl)ethoxy]-tert-butyldiphenylsilane (916159-69-8) + sodium cyanide (773837-37-9) → (R)-2-(1R,2S)-2-azido-3-(tert-butyldiphenylsilyloxy-1-hydroxypropyl)hexadecanitrile (1313734-16-5)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c1ob05324h

Reference yield: 90.0%

(R)-2-(1R,2S)-2-azido-3-(tert-butyldiphenylsilyloxy-1-hydroxypropyl)hexadecanitrile (1313734-16-5) + t-butyldimethylsiyl triflate (69739-34-0) → C41H68N4O2Si2 (1313734-17-6)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c1ob05324h

Reference yield:

(R)-2-(1R,2S)-2-azido-3-(tert-butyldiphenylsilyloxy-1-hydroxypropyl)hexadecanitrile (1313734-16-5) → C41H69N3O3Si2 (1313734-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / toluene / 1 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; diisobutylaluminium hydride; In dichloromethane; toluene;

DOI:10.1039/c1ob05324h

upstream raw materials:

[(S)-2-azido-2-((4S,5R)-2,2-dioxo-5-tetradecyl-2λ⁶-[1,3,2]dioxathiolan-4-yl)ethoxy]-tert-butyldiphenylsilane

sodium cyanide

Downstream raw materials:

C₄₁H₆₉N₃O₃Si₂

(S)-2-((5R,6S)-6-azido-2,2,3,3,10,10-hexamethyl-9,9-diphenyl-4,8-dioxa-3,9-disilaundecan-5-yl)hexadecanoic acid

C₄₁H₇₁N₃O₃Si₂

C₄₁H₆₉NO₃Si₂