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

Base Information

• Chemical Name: allyl 2-O-(2-O-benzyl-α-L-fucopyranosyl)-3,4-O-isopropylidene-α-L-fucopyranoside
• CAS No.: 763107-03-5
• Molecular Formula: C₂₅H₃₆O₉
• Molecular Weight: 480.555

Synonyms:allyl 2-O-(2-O-benzyl-α-L-fucopyranosyl)-3,4-O-isopropylidene-α-L-fucopyranoside

Chemical Property of allyl 2-O-(2-O-benzyl-α-L-fucopyranosyl)-3,4-O-isopropylidene-α-L-fucopyranoside

Chemical Property:

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Technology Process of allyl 2-O-(2-O-benzyl-α-L-fucopyranosyl)-3,4-O-isopropylidene-α-L-fucopyranoside

There total 4 articles about allyl 2-O-(2-O-benzyl-α-L-fucopyranosyl)-3,4-O-isopropylidene-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: 88.0%

allyl 2-O-(2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl)-3,4-O-isopropylidene-α-L-fucopyranoside (417712-43-7) → allyl 2-O-(2-O-benzyl-α-L-fucopyranosyl)-3,4-O-isopropylidene-α-L-fucopyranoside (763107-03-5)

Guidance literature:

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

DOI:10.1023/B:RUBI.0000023099.48598.9a

Reference yield:

2-O-benzyl-3,4-di-O-benzoyl-α-L-fucopyranosyl trichloroacetimidate (1061723-00-9) → allyl 2-O-(2-O-benzyl-α-L-fucopyranosyl)-3,4-O-isopropylidene-α-L-fucopyranoside (763107-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / trimethylsilyl triflate / CH₂Cl₂ / 0.5 h / -30 °C

2: 88 percent / sodium methylate / methanol / 3 h / 40 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; dichloromethane;

DOI:10.1023/B:RUBI.0000023099.48598.9a

Reference yield:

allyl 3,4-di-O-isopropylidene-α-L-fucopyranoside (108182-34-9) → allyl 2-O-(2-O-benzyl-α-L-fucopyranosyl)-3,4-O-isopropylidene-α-L-fucopyranoside (763107-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / trimethylsilyl triflate / CH₂Cl₂ / 0.5 h / -30 °C

2: 88 percent / sodium methylate / methanol / 3 h / 40 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; dichloromethane;

DOI:10.1023/B:RUBI.0000023099.48598.9a

upstream raw materials:

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

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

allyl 3,4-di-O-isopropylidene-α-L-fucopyranoside

Downstream raw materials:

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

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

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