allyl 3,4-di-O-benzyl-6-O-(3,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Base Information

• Chemical Name: allyl 3,4-di-O-benzyl-6-O-(3,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside
• CAS No.: 947251-30-1
• Molecular Formula: C₄₃H₅₀O₁₁
• Molecular Weight: 742.863
• Mol file: 947251-30-1.mol

Synonyms:allyl 3,4-di-O-benzyl-6-O-(3,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Chemical Property of allyl 3,4-di-O-benzyl-6-O-(3,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 3,4-di-O-benzyl-6-O-(3,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

There total 6 articles about allyl 3,4-di-O-benzyl-6-O-(3,4-di-O-benzyl-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: 84.0%

C57H58O13 (947251-31-2) → allyl 3,4-di-O-benzyl-6-O-(3,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside (947251-30-1)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; at 20 ℃;

DOI:10.1021/jo070018t

Reference yield:

2,3-di-O-benzyl-6-O-benzoyl-β-D-mannopyranose 1,2-(pent-4-enyl orthobenzoate) (869213-37-6) → allyl 3,4-di-O-benzyl-6-O-(3,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside (947251-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / N-iodosuccinimide; Yb(OTf)3 / CH₂Cl₂ / 0 °C

2: 84 percent / NaOMe / CH₂Cl₂; methanol / 20 °C

With N-iodo-succinimide; sodium methylate; ytterbium(III) triflate; In methanol; dichloromethane;

DOI:10.1021/jo070018t

Reference yield:

3,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-mannopyranose 1,2-(pent-4-enyl orthobenzoate) (150772-61-5) → allyl 3,4-di-O-benzyl-6-O-(3,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside (947251-30-1)

Guidance literature:

Multi-step reaction with 4 steps

1: TBAF / tetrahydrofuran

2: 4.16 g / pyridine; DMAP

3: 72 percent / N-iodosuccinimide; Yb(OTf)3 / CH₂Cl₂ / 0 °C

4: 84 percent / NaOMe / CH₂Cl₂; methanol / 20 °C

With pyridine; dmap; N-iodo-succinimide; tetrabutyl ammonium fluoride; sodium methylate; ytterbium(III) triflate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jo070018t

upstream raw materials:

C₅₇H₅₈O₁₃

2,3-di-O-benzyl-6-O-benzoyl-β-D-mannopyranose 1,2-(pent-4-enyl orthobenzoate)

C₂₃H₂₈O₆(COC₆H₄)2

allyl 3,4-di-O-benzyl-α-D-mannopyranoside

Downstream raw materials:

C₇₇H₈₀O₁₈