allyl (2,4,6-tri-O-acetyl-3-O-allyloxycarbonyl-β-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-fucopyranoside

Base Information

Chemical Name:allyl (2,4,6-tri-O-acetyl-3-O-allyloxycarbonyl-β-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-fucopyranoside
CAS No.:821794-40-5
Molecular Formula:C₃₉H₄₄O₁₇
Molecular Weight:784.768
Hs Code.:

Synonyms:allyl (2,4,6-tri-O-acetyl-3-O-allyloxycarbonyl-β-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-fucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of allyl (2,4,6-tri-O-acetyl-3-O-allyloxycarbonyl-β-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-fucopyranoside

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Technology Process of allyl (2,4,6-tri-O-acetyl-3-O-allyloxycarbonyl-β-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-fucopyranoside

There total 2 articles about allyl (2,4,6-tri-O-acetyl-3-O-allyloxycarbonyl-β-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-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: 60.0%

: 286476-62-8
allyl 2,4-di-O-benzoyl-α-L-fucopyranoside

: 821794-39-2
2,4,6-tri-O-acetyl-3-O-allyloxycarbonyl-α-D-glucopyranosyl trichloroacetimidate

: 821794-40-5
allyl (2,4,6-tri-O-acetyl-3-O-allyloxycarbonyl-β-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-fucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 0.333333h;
DOI:10.1002/ejoc.200400255

Reference yield:

: 27086-14-2
1,2,4,6-tetra-O-acetyl-β-D-glucopyranose

: 821794-40-5
allyl (2,4,6-tri-O-acetyl-3-O-allyloxycarbonyl-β-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-fucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / pyridine / CH₂Cl₂ / 0.5 h / -30 °C

2.1: hydrazine acetate / dimethylformamide / 1 h

2.2: 60 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2 h / 0 °C

3.1: 60 percent / molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 0.33 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrazinium monoacetate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200400255

Reference yield:

: 821794-40-5
allyl (2,4,6-tri-O-acetyl-3-O-allyloxycarbonyl-β-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-fucopyranoside

: allyl (sodium 2,4,6-tri-O-acetyl-3-O-sulfonato-β-D-glucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-fucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / morpholine; tetrakis(triphenylphosphane)palladium / tetrahydrofuran / 2 h / 65 °C

2: 53 percent / sulfur trioxide trimethylamine complex / dimethylformamide / 48 h / 50 °C

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfur trioxide trimethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200400255