2,3,4,6-tetra-O-benzyl-α-D-mannopyrabosyl diethyl phosphite

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzyl-α-D-mannopyrabosyl diethyl phosphite
• CAS No.: 138494-77-6
• Molecular Formula: C₃₈H₄₅O₈P
• Molecular Weight: 660.744
• Mol file: 138494-77-6.mol

Synonyms:2,3,4,6-tetra-O-benzyl-α-D-mannopyrabosyl diethyl phosphite

Chemical Property of 2,3,4,6-tetra-O-benzyl-α-D-mannopyrabosyl diethyl phosphite

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2,3,4,6-tetra-O-benzyl-α-D-mannopyrabosyl diethyl phosphite

There total 1 articles about 2,3,4,6-tetra-O-benzyl-α-D-mannopyrabosyl diethyl 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:

diethyl phosphorylchloridite (589-57-1) + 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 diethyl phosphite + 2,3,4,6-tetra-O-benzyl-α-D-mannopyrabosyl diethyl phosphite (138494-77-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h; Title compound not separated from byproducts;

DOI:10.1016/j.tet.2005.08.090

Reference yield: 88.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + 2,3,4,6-tetra-O-benzyl-α-D-mannopyrabosyl diethyl phosphite (138494-77-6) → methyl (2,3,4,6-tetra-O-benzyl-D-mannopyranosyl)-(1-6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:

With montmorillonite K-10; In dichloromethane; at -10 ℃; for 1h;

DOI:10.1016/S0008-6215(03)00234-9

Reference yield:

C29H34O6Si + 2,3,4,6-tetra-O-benzyl-α-D-mannopyrabosyl diethyl phosphite (138494-77-6) → C63H68O11Si + C63H68O11Si

Guidance literature:

With 2,8-bis(trifluoromethyl)-10H-dibenzo[b,e][1,4]oxaborinin-10-ol; In dichloromethane; at 20 ℃; for 24h; Overall yield = 87 percent; diastereoselective reaction; Molecular sieve;

DOI:10.1002/anie.202004476

upstream raw materials:

diethyl phosphorylchloridite

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

Downstream raw materials:

methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl)-α-D-glucopyranoside

methyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside