17-hydroxy-9-oxaheptadec-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

Base Information

Chemical Name:17-hydroxy-9-oxaheptadec-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside
CAS No.:1447173-36-5
Molecular Formula:C₆₂H₇₆O₈
Molecular Weight:949.281
Hs Code.:

Synonyms:17-hydroxy-9-oxaheptadec-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

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Chemical Property of 17-hydroxy-9-oxaheptadec-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

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Technology Process of 17-hydroxy-9-oxaheptadec-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

There total 11 articles about 17-hydroxy-9-oxaheptadec-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-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: 95.0%

: 1447173-35-4
17-tert-butyldiphenylsilyloxy-9-oxaheptadec-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

: 1447173-36-5
17-hydroxy-9-oxaheptadec-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jo400095u

Reference yield:

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

: 1447173-36-5
17-hydroxy-9-oxaheptadec-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 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

4.1: pyridine / pyridine / 7 h / 50 °C / Inert atmosphere

5.1: sodium methylate; methanol / 5 h / 20 °C / pH 9 / Inert atmosphere

6.1: dmap; pyridine / 8 h / 80 °C / Inert atmosphere

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

7.2: 5 h / 20 °C / Inert atmosphere

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

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

Reference yield:

: 629-41-4
1,8-Octanediol

: 1447173-36-5
17-hydroxy-9-oxaheptadec-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 steps

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

2.1: dmap; pyridine / tetrahydrofuran; mineral oil / 16 h / 0 - 20 °C / Inert atmosphere

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

3.2: 24 h / 20 °C / Inert atmosphere

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

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

5.2: 1 h / 20 °C

6.1: pyridine / pyridine / 7 h / 50 °C / Inert atmosphere

7.1: sodium methylate; methanol / 5 h / 20 °C / pH 9 / Inert atmosphere

8.1: dmap; pyridine / 8 h / 80 °C / Inert atmosphere

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

9.2: 5 h / 20 °C / Inert atmosphere

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

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