8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

Base Information

• Chemical Name: 8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside
• CAS No.: 606933-31-7
• Molecular Formula: C₆₇H₇₄O₁₈
• Molecular Weight: 1167.31
• Mol file: 606933-31-7.mol

Synonyms:8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

Chemical Property of 8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

There total 1 articles about 8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside 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: 90.0%

8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside → 8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside (606933-31-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/ejoc.200300303

Reference yield: 90.0%

ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside (310880-65-0) + 8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside (606933-31-7) → 8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-{2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranosyl}-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -15 ℃; for 1h;

DOI:10.1002/ejoc.200300303

Reference yield: 75.0%

(2R,3R,4R)-4-Fluoro-2-hydroxymethyl-pyrrolidin-3-ol (606933-29-3) + 8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside (606933-31-7) → 8-(methoxycarbonyl)octyl 5-O-{5-O-[2-O-benzoyl-3-O-benzyl-5-deoxy-5-(1,2,4-trideoxy-2-fluoro-1,4-imino-D-arabinitol-N-yl)-α-D-arabinofuranosyl]-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:

8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside; With dichloro-acetic acid; dicyclohexyl-carbodiimide; In dimethyl sulfoxide; at 20 ℃; for 18h;

(2R,3R,4R)-4-Fluoro-2-hydroxymethyl-pyrrolidin-3-ol; With 3 Angstroem MS; sodium cyanoborohydride; acetic acid; In methanol; Further stages.; Heating;

DOI:10.1002/ejoc.200300003