(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-3-O-levulinoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-3-O-levulinoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside
CAS No.:1361016-65-0
Molecular Formula:C₄₃H₄₈O₈S
Molecular Weight:724.915
Hs Code.:

Synonyms:(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-3-O-levulinoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

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Chemical Property of (2-methyl-5-tert-butylphenyl) 2-O-benzoyl-3-O-levulinoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

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Technology Process of (2-methyl-5-tert-butylphenyl) 2-O-benzoyl-3-O-levulinoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

There total 8 articles about (2-methyl-5-tert-butylphenyl) 2-O-benzoyl-3-O-levulinoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside 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: 83.0%

: 1361016-64-9
(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

: 123-76-2
levulinic acid

: 1361016-65-0
(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-3-O-levulinoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2011.12.048

Reference yield:

: 7340-90-1
2-methyl-5-tert-butylthiophenol

: 1361016-65-0
(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-3-O-levulinoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine; acetic anhydride / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: pyridine / 0 °C / Inert atmosphere

3.1: N,N-dimethyl-formamide / 0.17 h / 7.5 Torr

3.2: 3 h

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C

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

6.1: acetic acid / tetrahydrofuran; water / 2 h / 20 °C

7.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; acetic anhydride; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.12.048

Reference yield:

: 1361016-58-1
(2-methyl-5-tert-butylphenyl) 1-thio-α-D-mannopyranoside

: 1361016-65-0
(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-3-O-levulinoyl-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / 0 °C / Inert atmosphere

2.1: N,N-dimethyl-formamide / 0.17 h / 7.5 Torr

2.2: 3 h

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C

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

5.1: acetic acid / tetrahydrofuran; water / 2 h / 20 °C

6.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.12.048