allyl 2,3-di-O-(2-O-benzyl-α-L-fucopyranosyl)-α-L-fucopyranoside

Base Information

• Chemical Name: allyl 2,3-di-O-(2-O-benzyl-α-L-fucopyranosyl)-α-L-fucopyranoside
• CAS No.: 763107-07-9
• Molecular Formula: C₃₅H₄₈O₁₃
• Molecular Weight: 676.758
• Mol file: 763107-07-9.mol

Synonyms:allyl 2,3-di-O-(2-O-benzyl-α-L-fucopyranosyl)-α-L-fucopyranoside

Chemical Property of allyl 2,3-di-O-(2-O-benzyl-α-L-fucopyranosyl)-α-L-fucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2,3-di-O-(2-O-benzyl-α-L-fucopyranosyl)-α-L-fucopyranoside

There total 7 articles about allyl 2,3-di-O-(2-O-benzyl-α-L-fucopyranosyl)-α-L-fucopyranoside 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: 90.0%

allyl 2,3-di-O-(2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl)-α-L-fucopyranoside (763107-01-3) → allyl 2,3-di-O-(2-O-benzyl-α-L-fucopyranosyl)-α-L-fucopyranoside (763107-07-9)

Guidance literature:

With sodium methylate; In methanol; at 40 ℃; for 3h;

DOI:10.1023/B:RUBI.0000023099.48598.9a

Reference yield:

allyl 4-O-acetyl-α-L-fucopyranoside (327593-87-3) + C27H25BrO6 (327593-98-6) → allyl 2,3-di-O-(2-O-benzyl-α-L-fucopyranosyl)-α-L-fucopyranoside (763107-07-9)

Guidance literature:

allyl 4-O-acetyl-α-L-fucopyranoside; With 4 A molecular sieve; mercury(II) cyanide; mercury dibromide; In dichloromethane; at 20 ℃; for 0.75h;

C₂₇H₂₅BrO₆; In dichloromethane; for 10h;

With sodium methylate; In methanol; at 20 ℃; for 0.25h;

DOI:10.1080/07328300008544140

Reference yield:

3,4-di-O-benzoyl-2-O-benzyl-α,β-L-fucopyranose → allyl 2,3-di-O-(2-O-benzyl-α-L-fucopyranosyl)-α-L-fucopyranoside (763107-07-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / -30 °C

2: 80 percent / trimethylsilyl triflate / CH₂Cl₂ / 0.5 h / -30 °C

3: 90 percent / sodium methylate / methanol / 3 h / 40 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane;

DOI:10.1023/B:RUBI.0000023099.48598.9a

upstream raw materials:

allyl 4-O-acetyl-α-L-fucopyranoside

C₂₇H₂₅BrO₆

allyl 2,3-di-O-(2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl)-α-L-fucopyranoside

2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl trichloroacetimidate

Downstream raw materials:

allyl 2,3-di-O-(2-O-benzyl-3-O-benzoyl-α-L-fucopyranosyl)-α-L-fucopyranoside