allyl (2-deoxy-4,6-O-isopropylidene-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:allyl (2-deoxy-4,6-O-isopropylidene-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside
CAS No.:1091625-54-5
Molecular Formula:C₆₆H₇₆Cl₃NO₁₇
Molecular Weight:1261.68
Hs Code.:

allyl (2-deoxy-4,6-O-isopropylidene-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

Synonyms:allyl (2-deoxy-4,6-O-isopropylidene-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of allyl (2-deoxy-4,6-O-isopropylidene-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

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Technology Process of allyl (2-deoxy-4,6-O-isopropylidene-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

There total 6 articles about allyl (2-deoxy-4,6-O-isopropylidene-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-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: 90.0%

: 1091625-13-6
allyl (2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroacetamido)-β-D-glucopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

: 123-76-2
levulinic acid

: 1091625-54-5
allyl (2-deoxy-4,6-O-isopropylidene-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo802127z

Reference yield:

: 441777-41-9
allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-4-O-benzyl-α-L-rhamnopyranoside

: 1091625-54-5
allyl (2-deoxy-4,6-O-isopropylidene-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 6.5 h / -78 °C / Molecular sieve; Inert atmosphere

2: sodium methylate / methanol / 4 h / 20 °C

3: camphor-10-sulfonic acid / N,N-dimethyl-formamide / 6 h / 20 °C

4: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1 h

With dmap; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1061181-32-5
3-O-acetyl-2-deoxy-4,6-O-isopropylidene-2-trichloroacetamido-α/β-D-glucopyranose trichloroacetimidate

: 1091625-54-5
allyl (2-deoxy-4,6-O-isopropylidene-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 6.5 h / -78 °C / Molecular sieve; Inert atmosphere

2: sodium methylate / methanol / 4 h / 20 °C

3: camphor-10-sulfonic acid / N,N-dimethyl-formamide / 6 h / 20 °C

4: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1 h

With dmap; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide;