allyl (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:allyl (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside
CAS No.:1091625-22-7
Molecular Formula:C₄₃H₅₂O₁₂
Molecular Weight:760.879
Hs Code.:

Synonyms:allyl (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

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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 (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

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Technology Process of allyl (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

There total 9 articles about allyl (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside 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: 89.0%

: 824939-37-9
3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl trichloroacetimidate

: 134136-22-4
allyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

: 1091625-22-7
allyl (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In toluene; at -78 - 20 ℃; Molecular sieve;
DOI:10.1002/ejoc.200800693

Reference yield:

: 1091625-16-9
3,4-di-O-benzyl-2-O-levulinoyl-L-rhamnopyranose trichloroacetimidate

: 134136-22-4
allyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

: 1091625-22-7
allyl (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In toluene; at -78 ℃; for 1.5h; Solvent; diastereoselective reaction; Catalytic behavior; Molecular sieve; Inert atmosphere;

Reference yield:

: 73-34-7
L-rhamnose

: 1091625-22-7
allyl (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetyl chloride / 0.25 h / 0 °C

1.2: 40 - 70 °C

2.1: toluene-4-sulfonic acid / acetone / 2 h / 20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / -5 - 20 °C / Inert atmosphere

3.2: 4 h / -5 - 20 °C / Inert atmosphere

4.1: acetic acid / water / 3 h / 60 °C

5.1: toluene-4-sulfonic acid / acetonitrile / 1 h / 20 °C

5.2: 1 h / 20 °C / Cooling with ice

6.1: trimethylsilyl trifluoromethanesulfonate / toluene / 1.5 h / -78 °C / Molecular sieve; Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; acetic acid; acetyl chloride; In water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; mineral oil;