1,2,3,4-tetra-O-benzoyl-α-D-xylopyranose

Base Information

• Chemical Name: 1,2,3,4-tetra-O-benzoyl-α-D-xylopyranose
• CAS No.: 30319-44-9
• Molecular Formula: C₃₃H₂₆O₉
• Molecular Weight: 566.564
• Mol file: 30319-44-9.mol

Synonyms:1,2,3,4-tetra-O-benzoyl-α-D-xylopyranose

Chemical Property of 1,2,3,4-tetra-O-benzoyl-α-D-xylopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2,3,4-tetra-O-benzoyl-α-D-xylopyranose

There total 18 articles about 1,2,3,4-tetra-O-benzoyl-α-D-xylopyranose 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: 100.0%

D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + benzoyl chloride (98-88-4) → 1,2,3,4-tetra-O-benzoyl-α-D-xylopyranose (30319-44-9)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 13.5h;

DOI:10.1039/c7ob01004d

Reference yield: 100.0%

D-xylose (6763-34-4) + benzoyl chloride (98-88-4) → 1,2,3,4-tetra-O-benzoyl-α-D-xylopyranose (30319-44-9)

Guidance literature:

With pyridine;

DOI:10.1007/s11418-018-1198-6

Reference yield:

D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) → 1,2,3,4-tetra-O-benzoyl-α-D-xylopyranose (30319-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / DMAP, triethylamine / CH₂Cl₂ / 60 h / Ambient temperature

2: 1.) BF₃*Et₂O, 2.) 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / 1.) nitromethane, RT 3 h, 2.) CH₂Cl₂, RT, 3.5 h

With dmap; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane;

DOI:10.1021/ja00030a039

upstream raw materials:

L-xylopyranose

benzoyl chloride

L-xylose

pyridine

Downstream raw materials:

2,3,4-tri-O-benzoyl-β-D-xylopyranosyl bromide

1,1-bis-benzoylamino-D-1-deoxy-xylitol

2,3,4-tri-O-benzoyl-α-D-xylopyranosyl bromide

2,3,4-tri-O-benzoyl-D-xylopyranose

Refernces

• 1、 -. "Delta-oleanolic acid saponin compound and medical application thereof". Paragraph 0041-0044; 0064-0068. . Retrieved 2020/12/31.
• 2、 Arai, Midori A.,Yamaguchi, Yumi,Ishibashi, Masami. "Total synthesis of agalloside, isolated from: Aquilaria agallocha, by the 5-O-glycosylation of flavan". . p. 5025 - 5032. Retrieved 2017/07/10.