(2-methyl-5-tert-butylphenyl) 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:(2-methyl-5-tert-butylphenyl) 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-1-thio-β-D-glucopyranoside
CAS No.:1421767-97-6
Molecular Formula:C₄₃H₄₉BrO₇S
Molecular Weight:789.828
Hs Code.:

Synonyms:(2-methyl-5-tert-butylphenyl) 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-1-thio-β-D-glucopyranoside

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Chemical Property of (2-methyl-5-tert-butylphenyl) 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-1-thio-β-D-glucopyranoside

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Technology Process of (2-methyl-5-tert-butylphenyl) 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-1-thio-β-D-glucopyranoside

There total 13 articles about (2-methyl-5-tert-butylphenyl) 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-1-thio-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: 87.0%

: 1421767-96-5
(2-methyl-5-tert-butylphenyl) 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-1-thio-β-D-glucopyranoside

: 123-76-2
levulinic acid

: 1421767-97-6
(2-methyl-5-tert-butylphenyl) 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-1-thio-β-D-glucopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

Reference yield:

: 604-69-3
β-D-glucose pentaacetate

: 1421767-97-6
(2-methyl-5-tert-butylphenyl) 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: boron trifluoride diethyl etherate / dichloromethane / Inert atmosphere

2: sodium methylate / methanol / Inert atmosphere

3: camphor-10-sulfonic acid / acetonitrile / 2.5 h / 20 °C / Inert atmosphere

4: 1H-imidazole / N,N-dimethyl-formamide / 4 h / Inert atmosphere

5: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

7: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

8: trifluorormethanesulfonic acid; triethylsilane / dichloromethane / 3 h / -78 °C / Inert atmosphere; Molecular sieve

9: dmap; dicyclohexyl-carbodiimide / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; triethylsilane; dmap; trifluorormethanesulfonic acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1334540-33-8
(2-methyl-5-tert-butylphenyl) 2,3,4,6-tetra-O-acetyl-1-S-β-D-thioglucopyranoside

: 1421767-97-6
(2-methyl-5-tert-butylphenyl) 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: sodium methylate / methanol / Inert atmosphere

2: camphor-10-sulfonic acid / acetonitrile / 2.5 h / 20 °C / Inert atmosphere

3: 1H-imidazole / N,N-dimethyl-formamide / 4 h / Inert atmosphere

4: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

6: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

7: trifluorormethanesulfonic acid; triethylsilane / dichloromethane / 3 h / -78 °C / Inert atmosphere; Molecular sieve

8: dmap; dicyclohexyl-carbodiimide / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; triethylsilane; dmap; trifluorormethanesulfonic acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;