7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydrobaccatin III

Base Information

Chemical Name:7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydrobaccatin III
CAS No.:548484-73-7
Molecular Formula:C₆₅H₇₄O₁₆
Molecular Weight:1111.29
Hs Code.:

Synonyms:7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydrobaccatin III

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Chemical Property of 7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydrobaccatin III

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Technology Process of 7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydrobaccatin III

There total 3 articles about 7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydrobaccatin III 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: 64.0%

: 7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydro-13-acetylbaccatin III

: 548484-73-7
7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydrobaccatin III

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; phosphate buffer; at 18 - 23 ℃; for 10h; pH=7.0;
DOI:10.1016/S0968-0896(02)00607-7

Reference yield:

: 74808-09-6
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 548484-73-7
7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydrobaccatin III

Guidance literature:: Multi-step reaction with 2 steps

1: 43 percent / molecular sieves 4 Angstroem; BF₃*OEt₂ / CH₂Cl₂ / 1 h / 4 °C

2: 64 percent / NaBH₄ / tetrahydrofuran; aq. phosphate buffer / 10 h / 18 - 23 °C / pH 7.0

With sodium tetrahydroborate; 4 A molecular sieve; boron trifluoride diethyl etherate; In tetrahydrofuran; phosphate buffer; dichloromethane;
DOI:10.1016/S0968-0896(02)00607-7

Reference yield:

: 142203-65-4
13-acetyl-9-dihydrobaccatin III

: 548484-73-7
7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydrobaccatin III

Guidance literature:: Multi-step reaction with 2 steps

1: 43 percent / molecular sieves 4 Angstroem; BF₃*OEt₂ / CH₂Cl₂ / 1 h / 4 °C

2: 64 percent / NaBH₄ / tetrahydrofuran; aq. phosphate buffer / 10 h / 18 - 23 °C / pH 7.0

With sodium tetrahydroborate; 4 A molecular sieve; boron trifluoride diethyl etherate; In tetrahydrofuran; phosphate buffer; dichloromethane;
DOI:10.1016/S0968-0896(02)00607-7