2,3-di-O-benzyl-5-O-(2-naphthylmethyl)-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside

Base Information

• Chemical Name: 2,3-di-O-benzyl-5-O-(2-naphthylmethyl)-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside
• CAS No.: 1268604-14-3
• Molecular Formula: C₃₇H₃₆O₄S
• Molecular Weight: 576.756
• Mol file: 1268604-14-3.mol

Synonyms:2,3-di-O-benzyl-5-O-(2-naphthylmethyl)-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside

Chemical Property of 2,3-di-O-benzyl-5-O-(2-naphthylmethyl)-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-di-O-benzyl-5-O-(2-naphthylmethyl)-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside

There total 1 articles about 2,3-di-O-benzyl-5-O-(2-naphthylmethyl)-1-(p-tolylthio)-1-deoxy-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%

2-bromomethylnaphthyl bromide (939-26-4) + 2,3-di-O-benzyl-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside (920281-46-5) → 2,3-di-O-benzyl-5-O-(2-naphthylmethyl)-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside (1268604-14-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ja109932t

Reference yield: 74.0%

2,3-di-O-benzyl-5-O-(2-naphthylmethyl)-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside (1268604-14-3) + 3,5-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-(3,5-di-O-benzyl-α-D-arabinofuranosyl)-(1->3)-2-O-benzyl-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-3-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose (1268603-98-0) → C158H162O29S2

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 18h; Molecular sieve; Inert atmosphere;

DOI:10.1021/ja109932t

Reference yield:

2,3-di-O-benzyl-5-O-(2-naphthylmethyl)-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside (1268604-14-3) + 3,5-di-O-benzyl-α-D-arabinofuranosyl-(1->5)-3-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose (1268604-13-2) → C71H74O13S

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,2-dichloro-ethane; at 20 ℃; for 18h; Molecular sieve; Inert atmosphere;

DOI:10.1021/ja109932t

upstream raw materials:

2-bromomethylnaphthyl bromide

2,3-di-O-benzyl-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside