(2S,3S,4R)-1-O-tert-butyldiphenylsilyl-2-octadecanoylamino-octadecane

Base Information

• Chemical Name: (2S,3S,4R)-1-O-tert-butyldiphenylsilyl-2-octadecanoylamino-octadecane
• CAS No.: 916596-72-0
• Molecular Formula: C₅₂H₉₁NO₄Si
• Molecular Weight: 822.384
• Mol file: 916596-72-0.mol

Synonyms:(2S,3S,4R)-1-O-tert-butyldiphenylsilyl-2-octadecanoylamino-octadecane

Chemical Property of (2S,3S,4R)-1-O-tert-butyldiphenylsilyl-2-octadecanoylamino-octadecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4R)-1-O-tert-butyldiphenylsilyl-2-octadecanoylamino-octadecane

There total 3 articles about (2S,3S,4R)-1-O-tert-butyldiphenylsilyl-2-octadecanoylamino-octadecane 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: 76.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (2S,3S,4R)-2-(N-stearoylamino)octadecane-1,3,4-triol (34354-88-6) → (2S,3S,4R)-1-O-tert-butyldiphenylsilyl-2-octadecanoylamino-octadecane (916596-72-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 50 ℃;

DOI:10.1055/s-2006-949649

Reference yield:

D-ribo-phytosphingosine (554-62-1) → (2S,3S,4R)-1-O-tert-butyldiphenylsilyl-2-octadecanoylamino-octadecane (916596-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / EDCI / CH₂Cl₂

2: 76 percent / DMAP; Et₃N / CH₂Cl₂ / 50 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;

DOI:10.1055/s-2006-949649

Reference yield:

stearic acid (57-11-4) → (2S,3S,4R)-1-O-tert-butyldiphenylsilyl-2-octadecanoylamino-octadecane (916596-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / EDCI / CH₂Cl₂

2: 76 percent / DMAP; Et₃N / CH₂Cl₂ / 50 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;

DOI:10.1055/s-2006-949649

upstream raw materials:

tert-butylchlorodiphenylsilane

(2S,3S,4R)-2-(N-stearoylamino)octadecane-1,3,4-triol

D-ribo-phytosphingosine

stearic acid

Downstream raw materials:

(2S,3S,4R)-3-O-acetyl-1-O-tert-butyldiphenylsilyl-4-O-succinoyl-2-octadecanoylamino-octadecane

C₆₀H₉₉NO₁₀Si