pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Base Information

• Chemical Name: pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside
• CAS No.: 960205-50-9
• Molecular Formula: C₈₅H₁₀₈O₂₀
• Molecular Weight: 1449.78

Synonyms:pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Chemical Property of pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Chemical Property:

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Technology Process of pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

There total 3 articles about pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside 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: 91.0%

pent-4-en-1-yl 3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (960205-56-5) + pivaloyl chloride (3282-30-2) → pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (960205-50-9)

Guidance literature:

In pyridine; at 20 ℃; for 2.25h;

DOI:10.1021/jo701349c

Reference yield: 49.0%

dibutyl 3,4-di-O-benzyl-6-O-(9-fluorenylmethoxycarbonyl)-2-O-pivaloyl-β-D-glucopyranoside phosphate (943439-96-1) + 8-(4,4'-dimethoxytrityloxy)oct-4(Z)-en-1-ol (253683-39-5) + dibutyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranoside phosphate (943837-19-2) + diisopropyl-(1H,1H,2H,2H-perfluorodecyl)silyl triflate (404942-40-1) → pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranoside (960205-54-3) + pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (960205-52-1) + pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (960205-50-9) + pent-4-enyl 3,4-di-O-benzyl-6-O-{(1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluorodecyl)diisopropylsilyl}-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:

Multistep reaction.;

DOI:10.1021/jo701349c

Reference yield:

dibutyl 3,4-di-O-benzyl-6-O-(9-fluorenylmethoxycarbonyl)-2-O-pivaloyl-β-D-glucopyranoside phosphate (943439-96-1) + 8-(4,4'-dimethoxytrityloxy)oct-4(Z)-en-1-ol (253683-39-5) + dibutyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranoside phosphate (943837-19-2) → pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranoside (960205-54-3) + pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (960205-52-1) + pent-4-en-1-yl 3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (960205-56-5) + pent-4-enyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (960205-50-9)

Guidance literature:

Multistep reaction.;

DOI:10.1021/jo701349c

upstream raw materials:

dibutyl 3,4-di-O-benzyl-6-O-(9-fluorenylmethoxycarbonyl)-2-O-pivaloyl-β-D-glucopyranoside phosphate

8-(4,4'-dimethoxytrityloxy)oct-4(Z)-en-1-ol

dibutyl 3,4-di-O-benzyl-2,6-di-O-pivaloyl-β-D-glucopyranoside phosphate

diisopropyl-(1H,1H,2H,2H-perfluorodecyl)silyl triflate

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