2,3,4,6-tetra-O-benzyl-α-L-mannopyranose 1-O-trichloroacetimidate

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzyl-α-L-mannopyranose 1-O-trichloroacetimidate
• CAS No.: 103368-01-0
• Molecular Formula: C₃₆H₃₆Cl₃NO₆
• Molecular Weight: 685.044
• Mol file: 103368-01-0.mol

Synonyms:2,3,4,6-tetra-O-benzyl-α-L-mannopyranose 1-O-trichloroacetimidate

Chemical Property of 2,3,4,6-tetra-O-benzyl-α-L-mannopyranose 1-O-trichloroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,6-tetra-O-benzyl-α-L-mannopyranose 1-O-trichloroacetimidate

There total 27 articles about 2,3,4,6-tetra-O-benzyl-α-L-mannopyranose 1-O-trichloroacetimidate 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%

2,3,4,6-tetra-O-benzyl-D-mannopyranose (4132-28-9,4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5) + trichloroacetonitrile (545-06-2) → 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl trichloroacetimidate (74808-09-6,90357-89-4,90358-01-3,103368-01-0,103368-04-3,103368-06-5,104048-30-8,104048-33-1,114743-70-3,132201-75-3,132748-02-8,83441-60-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1055/s-0029-1218772

Reference yield: 98.0%

2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside (4132-28-9,4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,78609-16-2) + trichloroacetonitrile (545-06-2) → 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl trichloroacetimidate (74808-09-6,90357-89-4,90358-01-3,103368-01-0,103368-04-3,103368-06-5,104048-30-8,104048-33-1,114743-70-3,132201-75-3,132748-02-8,83441-60-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/b414119a

Reference yield: 80.0%

2,3,4,6-tetra-O-benzyl-D-galactopyranose (6386-24-9) + trichloroacetonitrile (545-06-2) → 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl trichloroacetimidate (74808-09-6,83441-60-5,90357-89-4,90358-01-3,103368-01-0,103368-04-3,103368-06-5,104048-30-8,104048-33-1,132201-75-3,132748-02-8,114743-70-3)

Guidance literature:

With potassium carbonate; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1016/S0008-6215(00)00010-0

upstream raw materials:

2,3,4,6-tetra-O-benzyl-D-galactopyranose

trichloroacetonitrile

2-propenyl 2,3,4,6-tetra-O-benzyl-α-D-glactopyranoside

benzyl bromide

Downstream raw materials:

2,3,4,6-tetra-O-benzyl-D-glucopyranosyl-(1?1)-2,3,4,6-tetra-O-benzyl-D-glucopyranoside

Malonic acid (3aR,4R,6R,6aR)-6-(3-benzyloxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

(2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-((2S,3R,5R,6S)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-tetrahydro-pyran

1-((2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->4)-(2,3,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl)-2-propene