3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-1'-O-benzyl-sn-diglycerol

Base Information

• Chemical Name: 3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-1'-O-benzyl-sn-diglycerol
• CAS No.: 643767-60-6
• Molecular Formula: C₆₆H₁₁₄O₁₅
• Molecular Weight: 1147.62
• Mol file: 643767-60-6.mol

Synonyms:3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-1'-O-benzyl-sn-diglycerol

Chemical Property of 3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-1'-O-benzyl-sn-diglycerol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-1'-O-benzyl-sn-diglycerol

There total 3 articles about 3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-1'-O-benzyl-sn-diglycerol 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%

pent-4-enyl 2,3,5,6-tetra-O-acetyl-α,β-D-galactofuranoside (212781-54-9) + 3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1'-O-benzyl-sn-diglycerol (427893-81-0) → 3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-1'-O-benzyl-sn-diglycerol (643767-60-6)

Guidance literature:

With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at 20 ℃;

DOI:10.1002/1521-3765(20020201)8:3<585::AID-CHEM585>3.0.CO;2-5

Reference yield:

benzyl bromide (100-39-0) → 3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-1'-O-benzyl-sn-diglycerol (643767-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / Ag₂O / CH₂Cl₂ / 7 h / Heating

2: 76 percent / N-iodosuccinimide; triethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 20 °C

With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; silver(l) oxide; In dichloromethane;

DOI:10.1002/1521-3765(20020201)8:3<585::AID-CHEM585>3.0.CO;2-5

Reference yield:

3,3'-O-<1,18-octadecan-(8,11-methylidene)methylene>-bis<2-O-<(R)-3,7-dimethyloctyl>-sn-glycerol> (222984-27-2) → 3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-1'-O-benzyl-sn-diglycerol (643767-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / Ag₂O / CH₂Cl₂ / 7 h / Heating

2: 76 percent / N-iodosuccinimide; triethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 20 °C

With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; silver(l) oxide; In dichloromethane;

DOI:10.1002/1521-3765(20020201)8:3<585::AID-CHEM585>3.0.CO;2-5

upstream raw materials:

pent-4-enyl 2,3,5,6-tetra-O-acetyl-α,β-D-galactofuranoside

3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1'-O-benzyl-sn-diglycerol

benzyl bromide

3,3'-O-<1,18-octadecan-(8,11-methylidene)methylene>-bis<2-O-<(R)-3,7-dimethyloctyl>-sn-glycerol>

Downstream raw materials:

3,3'-O-[1,18-octadecan-(8,11-methylidene)methylene]-2,2'-di-O-[(R)-3,7-dimethyloctyl]-1-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-1'-O-(dibenzylphosphono)-sn-diglycerol