isobutyl 3,4-di-O-benzoyl-2,6-dideoxy-β-DL-xylo-hexopyranoside

Base Information

• Chemical Name: isobutyl 3,4-di-O-benzoyl-2,6-dideoxy-β-DL-xylo-hexopyranoside
• CAS No.: 108167-80-2
• Molecular Formula: C₂₄H₂₈O₆
• Molecular Weight: 412.483
• Mol file: 108167-80-2.mol

Synonyms:isobutyl 3,4-di-O-benzoyl-2,6-dideoxy-β-DL-xylo-hexopyranoside

Chemical Property of isobutyl 3,4-di-O-benzoyl-2,6-dideoxy-β-DL-xylo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isobutyl 3,4-di-O-benzoyl-2,6-dideoxy-β-DL-xylo-hexopyranoside

There total 7 articles about isobutyl 3,4-di-O-benzoyl-2,6-dideoxy-β-DL-xylo-hexopyranoside 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: 93.0%

benzoyl chloride (98-88-4) + isobutyl β-DL-xylo-hexopyranoside (108167-79-9) → isobutyl 3,4-di-O-benzoyl-2,6-dideoxy-β-DL-xylo-hexopyranoside (108167-80-2)

Guidance literature:

With pyridine; at 65 ℃; for 12h;

DOI:10.1021/jo00389a042

Reference yield:

isobutyl 2,3,4,6-tetradeoxy-β-DL-glycero-hex-3-eno-pyranoside (108266-31-5) → isobutyl 3,4-di-O-benzoyl-2,6-dideoxy-β-DL-xylo-hexopyranoside (108167-80-2)

Guidance literature:

Multi-step reaction with 3 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / 71 h / 0 - 5 °C

2: 73 percent / 1N aq. NaOH / 20 h / 95 °C

3: 93 percent / pyridine / 12 h / 65 °C

With pyridine; sodium hydroxide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/jo00389a042

Reference yield:

isobutyl 2,3,6-trideoxy-4-O-(methylsulfonyl)-β-DL-erythro-hexopyranoside (108266-29-1) → isobutyl 3,4-di-O-benzoyl-2,6-dideoxy-β-DL-xylo-hexopyranoside (108167-80-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 48 g / t-BuOK / dimethylsulfoxide / 12 h

2: m-chloroperbenzoic acid / CH₂Cl₂ / 71 h / 0 - 5 °C

3: 73 percent / 1N aq. NaOH / 20 h / 95 °C

4: 93 percent / pyridine / 12 h / 65 °C

With pyridine; sodium hydroxide; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jo00389a042

upstream raw materials:

benzoyl chloride

isobutyl 2,6-dideoxy-α-DL-xylo-hexopyranoside

isobutyl 3,4-anhydro-2,6-dideoxy-α-DL-lyxo-hexopyranoside

isobutyl β-DL-xylo-hexopyranoside