4-methylphenyl 2-O-benzoyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-D-mannopyranoside

Base Information

Chemical Name:4-methylphenyl 2-O-benzoyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-D-mannopyranoside
CAS No.:1431949-72-2
Molecular Formula:C₄₈H₅₂O₈SSi
Molecular Weight:817.088
Hs Code.:

Synonyms:4-methylphenyl 2-O-benzoyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-D-mannopyranoside

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Chemical Property of 4-methylphenyl 2-O-benzoyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-D-mannopyranoside

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Technology Process of 4-methylphenyl 2-O-benzoyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-D-mannopyranoside

There total 6 articles about 4-methylphenyl 2-O-benzoyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-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:

: C₄₃H₄₆O₆SSi

: 3128-06-1
5-ketohexanoic acid

: 1431949-72-2
4-methylphenyl 2-O-benzoyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-D-mannopyranoside

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c2cc37099a

Reference yield:

: 1431949-45-9
4-methylphenyl 6-O-tert-butyldiphenylsilyl-1-thio-β-D-mannopyranoside

: 1431949-72-2
4-methylphenyl 2-O-benzoyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: CSA / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

2: sodium hydride / tetrahydrofuran / 0.5 h / Inert atmosphere

3: hydrogenchloride / ethyl acetate; water / 0.5 h / 0 °C / Inert atmosphere

4: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; dmap; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1039/c2cc37099a

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1431949-72-2
4-methylphenyl 2-O-benzoyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C / Inert atmosphere

2: CSA / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

3: sodium hydride / tetrahydrofuran / 0.5 h / Inert atmosphere

4: hydrogenchloride / ethyl acetate; water / 0.5 h / 0 °C / Inert atmosphere

5: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; hydrogenchloride; dmap; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c2cc37099a