4-methylphenyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:4-methylphenyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-α-D-mannopyranoside
CAS No.:1431949-59-5
Molecular Formula:C₄₇H₅₅N₃O₁₀Si
Molecular Weight:850.053
Hs Code.:

Synonyms:4-methylphenyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-α-D-mannopyranoside

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Chemical Property of 4-methylphenyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-α-D-mannopyranoside

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Technology Process of 4-methylphenyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-α-D-mannopyranoside

There total 8 articles about 4-methylphenyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-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: 52.0%

: 1431949-57-3
4-methylphenyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-β-D-mannopyranoside

: 146292-90-2
6-azidohexan-1-ol

: 1431949-59-5
4-methylphenyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-α-D-mannopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; Inert atmosphere; Molecular sieve;
DOI:10.1039/c2cc37099a

Reference yield:

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

: 1431949-59-5
4-methylphenyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

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

2: triethylamine; dmap / dichloromethane / 0.5 h / 20 °C / 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

5: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / Inert atmosphere; Molecular sieve

With hydrogenchloride; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1039/c2cc37099a

Reference yield:

: 1431949-52-8
C₄₃H₄₄O₇SSi

: 1431949-59-5
4-methylphenyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

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

2: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / Inert atmosphere; Molecular sieve

With dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1039/c2cc37099a