methyl 2,6-anhydro-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside

Base Information

Chemical Name:methyl 2,6-anhydro-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside
CAS No.:149299-67-2
Molecular Formula:C₂₃H₃₀O₄SSi
Molecular Weight:430.64
Hs Code.:

Synonyms:methyl 2,6-anhydro-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside

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Chemical Property of methyl 2,6-anhydro-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside

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Technology Process of methyl 2,6-anhydro-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside

There total 7 articles about methyl 2,6-anhydro-3-O-tert-butyldiphenylsilyl-2-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%

: 149299-66-1
methyl-2-S-acetyl-4-O-benzoyl-6-bromo-6-deoxy-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside

: 149299-67-2
methyl 2,6-anhydro-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside

: Acetic acid (1S,3S,4S,7R,8S)-8-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-2-oxa-5-thia-bicyclo[2.2.2]oct-7-yl ester

Guidance literature:: With sodium methylate; In methanol; Ambient temperature;
DOI:10.1016/0008-6215(93)80025-A

Reference yield:

: 28642-64-0
methyl 4,6-O-benzylidene-2-O-benzoyl-α-D-glucopyranoside

: 149299-67-2
methyl 2,6-anhydro-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 30.5 g / imidazole / dimethylformamide / 2.5 h / 80 °C

2: 69 percent / NaOMe / methanol / 20 h / Ambient temperature

3: 13.15 g / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

4: 11.52 g / dimethylformamide / Ambient temperature

5: 85 percent / N-bromosuccinimide, BaCO₃ / CCl₄ / 1 h / Heating

6: 83 percent / NaOMe / methanol / Ambient temperature

With pyridine; 1H-imidazole; N-Bromosuccinimide; sodium methylate; barium carbonate; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)80025-A

Reference yield:

: 149404-15-9
methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-α-D-glucopyranoside

: 149299-67-2
methyl 2,6-anhydro-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 13.15 g / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 11.52 g / dimethylformamide / Ambient temperature

3: 85 percent / N-bromosuccinimide, BaCO₃ / CCl₄ / 1 h / Heating

4: 83 percent / NaOMe / methanol / Ambient temperature

With pyridine; N-Bromosuccinimide; sodium methylate; barium carbonate; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)80025-A