2-C-(3,4,6-tri-O-benzyl-2-O-tosyl-α-D-mannopyranosyl)acetaldehyde

Base Information

• Chemical Name: 2-C-(3,4,6-tri-O-benzyl-2-O-tosyl-α-D-mannopyranosyl)acetaldehyde
• CAS No.: 780767-31-9
• Molecular Formula: C₃₆H₃₈O₈S
• Molecular Weight: 630.759
• Mol file: 780767-31-9.mol

Synonyms:2-C-(3,4,6-tri-O-benzyl-2-O-tosyl-α-D-mannopyranosyl)acetaldehyde

Chemical Property of 2-C-(3,4,6-tri-O-benzyl-2-O-tosyl-α-D-mannopyranosyl)acetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-C-(3,4,6-tri-O-benzyl-2-O-tosyl-α-D-mannopyranosyl)acetaldehyde

There total 4 articles about 2-C-(3,4,6-tri-O-benzyl-2-O-tosyl-α-D-mannopyranosyl)acetaldehyde 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: 85.0%

3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-propene (857419-61-5) → 2-C-(3,4,6-tri-O-benzyl-2-O-tosyl-α-D-mannopyranosyl)acetaldehyde (780767-31-9)

Guidance literature:

3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-propene; With ozone; In dichloromethane; cooling;

With zinc; In acetic acid; at 20 ℃;

DOI:10.1021/jo0502854

Reference yield:

1-(3',4',6'-tri-O-benzyl-α-D-mannopyranosyl)prop-2-ene (767340-70-5) → 2-C-(3,4,6-tri-O-benzyl-2-O-tosyl-α-D-mannopyranosyl)acetaldehyde (780767-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / pyridine / 24 h / 0 °C

2.1: O₃ / CH₂Cl₂ / cooling

2.2: 85 percent / Zn / acetic acid / 20 °C

With pyridine; ozone; In dichloromethane;

DOI:10.1021/jo0502854

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 2-C-(3,4,6-tri-O-benzyl-2-O-tosyl-α-D-mannopyranosyl)acetaldehyde (780767-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / pyridine / 24 h / 0 °C

2.1: O₃ / CH₂Cl₂ / cooling

2.2: 85 percent / Zn / acetic acid / 20 °C

With pyridine; ozone; In dichloromethane;

DOI:10.1021/jo0502854

upstream raw materials:

3-C-(3',4',6'-tri-O-benzyl-2'-O-tosyl-α-D-mannopyranosyl)-propene

1-(3',4',6'-tri-O-benzyl-α-D-mannopyranosyl)prop-2-ene

p-toluenesulfonyl chloride

Downstream raw materials:

(2R,3aR,4R,5S,6R,7aR)-2-azido-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]hexahydrofuro[2,3-b]pyran

(2R,3aR,4R,5S,6R,7aR)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]-2-(methyl-2,3-O-isopropylidene-a-L-rhamnopyranos-4-yloxy)hexahydrofuro[2,3-b]pyran

(2R,3aR,4R,5S,6R,7aR)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]-2-(methyl-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranos-3-yloxy)hexahydrofuro[2,3-b]pyran

(2R,3aR,4R,5S,6R,7aR)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]-2-(2-chloro-4-nitrophenoxy)hexahydrofuro[2,3-b]pyran