allyl 4-O-(2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

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Chemical Name:allyl 4-O-(2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside
CAS No.:228717-45-1
Molecular Formula:C₄₅H₄₄O₁₅
Molecular Weight:824.835
Hs Code.:

Synonyms:allyl 4-O-(2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

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Chemical Property of allyl 4-O-(2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

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Technology Process of allyl 4-O-(2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

There total 10 articles about allyl 4-O-(2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-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: 88.0%

: 228717-44-0
allyl 4-O-[2-O-acetyl-3-O-(p-methoxybenzyl)-4-O-benzoyl-α-L-rhamnopyranosyl]-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

: 228717-45-1
allyl 4-O-(2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

Guidance literature:: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1016/S0008-6215(99)00004-X

Reference yield: 65.0%

: 228717-42-8
allyl 4-O-(2,3-di-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

: 228717-45-1
allyl 4-O-(2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

Guidance literature:: With hydrogenchloride; acetyl chloride; In methanol; at 40 - 50 ℃; for 1h;
DOI:10.1016/S0008-6215(99)00004-X

Reference yield:

: 98-88-4
benzoyl chloride

: 228717-45-1
allyl 4-O-(2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 76 percent / pyridine / 20 °C

2.1: 4A molecular sieves; trimethylsilyl triflate / CH₂Cl₂ / 0.67 h / -30 °C

3.1: 84 percent / HCl; acetyl chloride / methanol / 48 - 54 °C

4.1: dibutyltin oxide / methanol / 1 h / Heating

4.2: tetrabutylammonium iodide / toluene / 20 h / 60 - 70 °C

4.3: pyridine

5.1: 88 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; water / CH₂Cl₂ / 6 h / 20 °C

With pyridine; hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; water; di(n-butyl)tin oxide; acetyl chloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; 1.1: Acylation / 2.1: Condensation / 3.1: Deacetylation / 4.1: stannylation / 4.2: Etherification / 4.3: Acetylation / 5.1: Hydrolysis;
DOI:10.1016/S0008-6215(99)00004-X