2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl dimethyl phosphite

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl dimethyl phosphite
• CAS No.: 148171-71-5
• Molecular Formula: C₃₆H₄₁O₈P
• Molecular Weight: 632.69
• Mol file: 148171-71-5.mol

Synonyms:2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl dimethyl phosphite

Chemical Property of 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl dimethyl phosphite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl dimethyl phosphite

There total 3 articles about 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl dimethyl phosphite 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:

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) + dimethyl N,N-diisopropylphosphoramidite (122194-07-4) → 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl dimethyl phosphite (148171-71-5)

Guidance literature:

With 4,5-dichloroimidazole; In dichloromethane; at 20 ℃; for 1.75h;

Reference yield:

Dimethyl phosphite (868-85-9) + 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl iodide (250691-64-6) → 2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl dimethyl phosphite + 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl dimethyl phosphite (148171-71-5)

Guidance literature:

With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In acetonitrile; at 20 ℃; for 24h; optical yield given as %de; stereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol802190x

Reference yield:

dimethoxy(diethylamino)phosphine (20621-25-4) + 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) → 2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl dimethyl phosphite + 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl dimethyl phosphite (148171-71-5)

Guidance literature:

With 1H-tetrazole; In dichloromethane; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0040-4020(01)89683-6

upstream raw materials:

dimethoxy(diethylamino)phosphine

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

2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside

dimethyl N,N-diisopropylphosphoramidite

Downstream raw materials:

(2R*)-2-O-benzoyl-1,3-bis-O-(2,3,4,6-tetra-O-benzyl-D-mannopyranosyl)glycerol

3,4,5,6-tetra-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol