methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-lyxonate

Base Information

Chemical Name:methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-lyxonate
CAS No.:134651-23-3
Molecular Formula:C₂₃H₂₇F₃O₇SSi
Molecular Weight:532.61
Hs Code.:

Synonyms:methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-lyxonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-lyxonate

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Technology Process of methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-lyxonate

There total 12 articles about methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-lyxonate 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: 92.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 134651-22-2
(2R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-hydroxy-oxetane-2-carboxylic acid methyl ester

: 134651-23-3
(2R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-trifluoromethanesulfonyloxy-oxetane-2-carboxylic acid methyl ester

Guidance literature:: With pyridine; In dichloromethane;
DOI:10.1016/S0040-4039(00)74302-4

Reference yield: 77.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 134651-26-6
methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-D-lyxonate

: 134651-23-3
methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-lyxonate

Guidance literature:: With pyridine; In dichloromethane; at -30 - -10 ℃; for 3h;
DOI:10.1016/j.tetasy.2004.07.031

Reference yield:

: 131550-06-6
methyl 2,4-anhydro-(S)-3,5-benzylidene-D-lyxonate

: 134651-23-3
methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-lyxonate

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / para-toluenesulfonic acid / methanol / 1 h / 20 °C

2: 91 percent / imidazole / dimethylformamide / -20 - 20 °C

3: 77 percent / pyridine / CH₂Cl₂ / 3 h / -30 - -10 °C

With pyridine; 1H-imidazole; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2004.07.031