methyl 2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-6-O-(3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-6-O-(3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside
• CAS No.: 152038-14-7
• Molecular Formula: C₈₄H₉₂O₁₄
• Molecular Weight: 1325.65

Synonyms:methyl 2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-6-O-(3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside

Chemical Property of methyl 2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-6-O-(3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside

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Technology Process of methyl 2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-6-O-(3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside

There total 1 articles about methyl 2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-6-O-(3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside 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: 44.0%

(1R,2R,3S,4R,5R)-1,2-anhydro-3,4-di-O-benzyl-5-benzyloxymethylcyclohexan-1,2,3,4-tetraol (152203-03-7) + methyl 2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside (152038-13-6) → methyl 2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-6-O-(3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside (152038-14-7)

Guidance literature:

With 15-crown-5; sodium hydride; In N,N-dimethyl-formamide; at 70 ℃; for 48h;

DOI:10.1246/cl.1993.1587

Reference yield: 98.0%

acetic anhydride (108-24-7) + methyl 2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-6-O-(3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside (152038-14-7) → methyl 6-O-(2-O-acetyl-3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosyl)-2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1016/0008-6215(95)00121-9

Reference yield:

methyl 2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-6-O-(3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside (152038-14-7) → methyl 3,6-di-O-(5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:

With hydrogen; palladium; In ethanol;

DOI:10.1246/cl.1993.1587

upstream raw materials:

(1R,2R,3S,4R,5R)-1,2-anhydro-3,4-di-O-benzyl-5-benzyloxymethylcyclohexan-1,2,3,4-tetraol

methyl 2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-mannopyranosyl)-α-D-mannopyranoside

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