(S)-2-O-benzyl-1-O--3-O-hexadecanoylglycerol

Base Information

• Chemical Name: (S)-2-O-benzyl-1-O--3-O-hexadecanoylglycerol
• CAS No.: 131851-22-4
• Molecular Formula: C₅₂H₇₅NO₁₆
• Molecular Weight: 970.165
• Mol file: 131851-22-4.mol

Synonyms:

Chemical Property of (S)-2-O-benzyl-1-O--3-O-hexadecanoylglycerol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-O-benzyl-1-O--3-O-hexadecanoylglycerol

There total 10 articles about (S)-2-O-benzyl-1-O--3-O-hexadecanoylglycerol 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: 22.2%

(S)-3-O-palmitoyl-2-O-benzylglycerol (18282-29-6) + benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate (113757-77-0) → (S)-2-O-benzyl-1-O--3-O-hexadecanoylglycerol (131851-22-4,131851-23-5) + (S)-2-O-benzyl-1-O--3-O-hexadecanoylglycerol (131851-22-4,131851-23-5)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; mercury dibromide; In dichloromethane; Ambient temperature;

DOI:10.1248/cpb.38.3347

Reference yield: 22.2%

(S)-3-O-palmitoyl-2-O-benzylglycerol (18282-29-6) + benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate (113757-77-0) → (S)-2-O-benzyl-1-O--3-O-hexadecanoylglycerol (131851-22-4,131851-23-5) + (S)-2-O-benzyl-1-O--3-O-hexadecanoylglycerol (131851-22-4,131851-23-5)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; mercury dibromide; In dichloromethane; Ambient temperature;

DOI:10.1248/cpb.38.3347

Reference yield:

(S)-2-(benzyloxy)-3-hydroxypropyl acetate (109429-01-8) → (S)-2-O-benzyl-1-O--3-O-hexadecanoylglycerol (131851-22-4,131851-23-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 72.5 percent / pyridine / 3 h / 80 °C

2: 77.4 percent / NH₄OH / methanol / 15 h / Ambient temperature

3: 85 percent / triethylamine / CH₂Cl₂ / 15 h / Ambient temperature

4: 74.6 percent / 80percent AcOH / 1 h / 80 °C

5: 17.7 percent / Hg(CN)2, HgBr₂, molecular sieves 4A / CH₂Cl₂ / Ambient temperature

With pyridine; ammonium hydroxide; 4 A molecular sieve; mercury(II) cyanide; acetic acid; triethylamine; mercury dibromide; In methanol; dichloromethane;

DOI:10.1248/cpb.38.3347

upstream raw materials:

(S)-3-O-palmitoyl-2-O-benzylglycerol

benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate

(S)-2-(benzyloxy)-3-hydroxypropyl acetate

(R)-2-benzyloxy-3-trityloxy-propan-1-ol