17-hydroxy-9-oxaheptadec-1-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

Base Information

Chemical Name:17-hydroxy-9-oxaheptadec-1-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside
CAS No.:1447173-33-2
Molecular Formula:C₅₀H₆₀O₁₂
Molecular Weight:853.019
Hs Code.:

Synonyms:17-hydroxy-9-oxaheptadec-1-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

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Chemical Property of 17-hydroxy-9-oxaheptadec-1-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

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Technology Process of 17-hydroxy-9-oxaheptadec-1-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

There total 5 articles about 17-hydroxy-9-oxaheptadec-1-yl 2,3,4,6-tetra-O-benzoyl-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: 70.0%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 217439-18-4
9-oxaheptadecane-1,17-diol

: 149707-76-6
O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl) trichloroacetimidate

: 1447173-33-2
17-hydroxy-9-oxaheptadec-1-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

Guidance literature:: 9-oxaheptadecane-1,17-diol; O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl) trichloroacetimidate; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

trimethylsilyl trifluoromethanesulfonate; at 20 ℃; for 1h;
DOI:10.1021/jo400095u

Reference yield:

: 629-41-4
1,8-Octanediol

: 1447173-33-2
17-hydroxy-9-oxaheptadec-1-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 16 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 60 °C / Inert atmosphere

2.2: 24 h / 20 °C / Inert atmosphere

3.1: palladium 10% on activated carbon / methanol / 8 h / 20 °C

4.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

4.2: 1 h / 20 °C

With palladium 10% on activated carbon; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo400095u

Reference yield:

: 31600-54-1
8-(benzyloxy)octan-1-ol

: 1447173-33-2
17-hydroxy-9-oxaheptadec-1-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 60 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon / methanol / 8 h / 20 °C

3.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

3.2: 1 h / 20 °C

With palladium 10% on activated carbon; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; mineral oil;
DOI:10.1021/jo400095u