1,2-di-O-palmitoyl-3-O-(glucopyranosyl)glycerol

Base Information

• Chemical Name: 1,2-di-O-palmitoyl-3-O-(glucopyranosyl)glycerol
• CAS No.: 29781-76-8
• Molecular Formula: C₄₁H₇₈O₁₀
• Molecular Weight: 731.064
• Mol file: 29781-76-8.mol

Synonyms:Glucopyranoside,D-2,3-dihydroxypropyl, dipalmitate, b-D- (8CI); Palmitic acid, diester with D-2,3-dihydroxypropylb-D-glucopyranoside (8CI)

Chemical Property of 1,2-di-O-palmitoyl-3-O-(glucopyranosyl)glycerol

Chemical Property:

• Vapor Pressure: 4.32E-29mmHg at 25°C
• Boiling Point: 793.3°Cat760mmHg
• Flash Point: 223°C
• PSA: 151.98000
• Density: 1.06g/cm³
• LogP: 8.22050

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-di-O-palmitoyl-3-O-(glucopyranosyl)glycerol

There total 16 articles about 1,2-di-O-palmitoyl-3-O-(glucopyranosyl)glycerol 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: 83.0%

Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-ethyl ester (158227-71-5) → 1,2-di-O-palmitoyl-3-O-α-D-glucopyranosyl-sn-glycerol (28069-25-2,28069-26-3,29781-76-8,29781-77-9,35985-21-8,39188-11-9,42869-22-7,66429-11-6,79200-43-4,87480-28-2,97277-29-7,121961-54-4,134876-62-3,66429-10-5)

Guidance literature:

With 20 % Pd(OH)2/C; hydrogen; acetic acid; In methanol; at 20 ℃; for 7h; under 760.051 Torr;

DOI:10.3762/bjoc.8.70

Reference yield: 73.0%

3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol (102822-90-2) → 1,2-di-O-palmitoyl-3-O-α-D-glucopyranosyl-sn-glycerol (28069-25-2,28069-26-3,29781-76-8,29781-77-9,35985-21-8,39188-11-9,42869-22-7,66429-11-6,79200-43-4,87480-28-2,97277-29-7,121961-54-4,134876-62-3,66429-10-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; acetic acid; ethyl acetate; at 20 ℃; for 24h; under 3040 Torr;

DOI:10.1016/S0040-4020(01)82349-8

Reference yield: 30.0%

Hexadecanoic acid (R)-1-hexadecanoyloxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-ethyl ester (60660-96-0) → 1,2-di-O-palmitoyl-3-O-(β-D-glucopyranosyl)-glycerol (29781-76-8)

Guidance literature:

With hydrazine hydrate; In ethanol; for 0.25h; Heating;

DOI:10.1248/cpb.39.1337

upstream raw materials:

Hexadecanoic acid (R)-1-hexadecanoyloxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-ethyl ester

(2S)-2,3-dihydroxypropyl tetra-O-acetyl-β-D-glucopyranoside

Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-((S)-2-benzyloxy-3-hydroxy-propoxy)-tetrahydro-pyran-4-yl ester

3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1,2-di-O-palmitoyl-sn-glycerol

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