1-O-dihydrocholesterolyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: 1-O-dihydrocholesterolyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside
• CAS No.: 70849-14-8
• Molecular Formula: C₆₁H₈₂O₆
• Molecular Weight: 911.318
• Mol file: 70849-14-8.mol

Synonyms:1-O-dihydrocholesterolyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Chemical Property of 1-O-dihydrocholesterolyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-dihydrocholesterolyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

There total 33 articles about 1-O-dihydrocholesterolyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 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: 91.2%

1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose (80300-30-7) + 3-β-cholestanyl trimethylsilyl ether (42995-55-1) → (2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(3S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran (70849-14-8,70849-15-9,84758-39-4,127912-30-5,128820-61-1,128820-62-2,135269-50-0,146864-66-6,146864-67-7) + (2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(3S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran (70849-14-8,70849-15-9,84758-39-4,127912-30-5,128820-61-1,128820-62-2,135269-50-0,146864-66-6,146864-67-7)

Guidance literature:

gallium(III) trichloride; silver perchlorate; In diethyl ether; toluene; at 0 ℃; for 18h; Product distribution; other Lewis acids, other trimethylsilyl ethers;

Reference yield: 91.2%

1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose (80300-30-7) + 3-β-cholestanyl trimethylsilyl ether (42995-55-1) → (2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(3S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran (70849-14-8,70849-15-9,84758-39-4,127912-30-5,128820-61-1,128820-62-2,135269-50-0,146864-66-6,146864-67-7) + (2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(3S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran (70849-14-8,70849-15-9,84758-39-4,127912-30-5,128820-61-1,128820-62-2,135269-50-0,146864-66-6,146864-67-7)

Guidance literature:

gallium(III) trichloride; silver perchlorate; In diethyl ether; toluene; at 0 ℃; for 18h; Product distribution; other Lewis acids, other trimethylsilyl ethers;

Reference yield: 88.0%

Coprostanol (80-97-7,360-68-9,516-92-7,516-95-0,566-84-7,14615-12-4,16720-60-8,17608-41-2,18769-46-5,27409-41-2,56193-35-2,57759-49-6,73465-18-6,103365-91-9,105119-51-5) + 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl fluoride (78153-79-4) → 3-β-cholestanyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (70849-14-8,70849-15-9,84758-39-4,127912-30-5,128820-61-1,128820-62-2,135269-50-0,146864-66-6,146864-67-7) + 3-β-cholestanyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (70849-14-8,70849-15-9,84758-39-4,127912-30-5,128820-61-1,128820-62-2,135269-50-0,146864-66-6,146864-67-7)

Guidance literature:

With 4 A molecular sieve; silver perchlorate; tin(ll) chloride; In diethyl ether; at -15 ℃; for 24h;

DOI:10.1246/cl.1981.431

upstream raw materials:

Cholestanol

C₅₃H₅₂NO₈PS

C₃₈H₄₇N₂O₇P

2,3,4,6-Tetra-O-benzyl-D-glucopyranose