(2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-6-[methyl 2,3,6-tri-O-benzyl-α-D-4-O-glucopyranosyl]-4-hexen-2-ol

Base Information

• Chemical Name: (2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-6-[methyl 2,3,6-tri-O-benzyl-α-D-4-O-glucopyranosyl]-4-hexen-2-ol
• CAS No.: 1182839-31-1
• Molecular Formula: C₆₁H₇₀O₁₂
• Molecular Weight: 995.22

Synonyms:(2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-6-[methyl 2,3,6-tri-O-benzyl-α-D-4-O-glucopyranosyl]-4-hexen-2-ol

Chemical Property of (2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-6-[methyl 2,3,6-tri-O-benzyl-α-D-4-O-glucopyranosyl]-4-hexen-2-ol

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Technology Process of (2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-6-[methyl 2,3,6-tri-O-benzyl-α-D-4-O-glucopyranosyl]-4-hexen-2-ol

There total 2 articles about (2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-6-[methyl 2,3,6-tri-O-benzyl-α-D-4-O-glucopyranosyl]-4-hexen-2-ol 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: 37.0%

C31H36O6 (1182839-32-2) + (2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-4-penten-2-ol (1182839-27-5) → (2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-6-[methyl 2,3,6-tri-O-benzyl-α-D-4-O-glucopyranosyl]-4-hexen-2-ol (1182839-31-1)

Guidance literature:

With Hoveyda-Grubbs catalyst second generation; In dichloromethane; at 20 ℃; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1039/b822989a

Reference yield:

C31H36O6 (1182839-32-2) + (2R,7R)-1,8-bis-[methyl 2,3,4-tri-O-benzyl-α-D-xilopyranosidyl]-4-octen-2,7-diol → (2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-6-[methyl 2,3,6-tri-O-benzyl-α-D-4-O-glucopyranosyl]-4-hexen-2-ol (1182839-31-1)

Guidance literature:

(2R,7R)-1,8-bis-[methyl 2,3,4-tri-O-benzyl-α-D-xilopyranosidyl]-4-octen-2,7-diol; With Hoveyda-Grubbs catalyst second generation; In dichloromethane; at 40 ℃; for 0.333333h; Inert atmosphere; Reflux;

C₃₁H₃₆O₆; In dichloromethane; optical yield given as %de; stereoselective reaction; Inert atmosphere; Reflux;

DOI:10.1039/b822989a

Reference yield: 68.0%

(2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-6-[methyl 2,3,6-tri-O-benzyl-α-D-4-O-glucopyranosyl]-4-hexen-2-ol (1182839-31-1) → 2-{methyl-[2,3,6-tri-O-benzyl-α-D-4-O-glucopyranosyl]}-5-{methyl-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]}-3-iodo-tetrahydrofuran (1182839-43-5)

Guidance literature:

With iodine; calcium carbonate; In dichloromethane; at 40 ℃; for 3h; Inert atmosphere;

DOI:10.1039/b822989a

upstream raw materials:

C₃₁H₃₆O₆

(2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-4-penten-2-ol

Downstream raw materials:

2-{methyl-[2,3,6-tri-O-benzyl-α-D-4-O-glucopyranosyl]}-5-{methyl-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]}-3-iodo-tetrahydrofuran

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