methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-fluoro-α-D-erythro-pentafuranoside

Base Information

Chemical Name:methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-fluoro-α-D-erythro-pentafuranoside
CAS No.:116195-60-9
Molecular Formula:C₂₂H₂₉FO₃Si
Molecular Weight:388.554
Hs Code.:

Synonyms:methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-fluoro-α-D-erythro-pentafuranoside

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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 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-fluoro-α-D-erythro-pentafuranoside

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Technology Process of methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-fluoro-α-D-erythro-pentafuranoside

There total 3 articles about methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-fluoro-α-D-erythro-pentafuranoside 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: 77.0%

: 114100-05-9
methyl 2,3-dideoxy-3-fluoro-α-D-erythro-pentofuranoside

: 58479-61-1
tert-butylchlorodiphenylsilane

: 116195-60-9
methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-fluoro-α-D-erythro-pentafuranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 0.666667h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85850-6

Reference yield:

: 114071-59-9
methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-threo-pentofuranoside

: 116195-60-9
methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-fluoro-α-D-erythro-pentafuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine, / CH₂Cl₂ / 0.67 h / from -50 deg C to 0 deg C

2: 46 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

3: 77 percent / imidazole / dimethylformamide / 0.67 h / Ambient temperature

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)85850-6

Reference yield:

: 114071-61-3,114071-62-4
methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(trifluoromethanesulfonyl)-α-D-erythro-pentofuranoside

: 116195-60-9
methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-fluoro-α-D-erythro-pentafuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 46 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature

2: 77 percent / imidazole / dimethylformamide / 0.67 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)85850-6