methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-ribo-hex-5-enopyranoside

Base Information

Chemical Name:methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-ribo-hex-5-enopyranoside
CAS No.:128854-93-3
Molecular Formula:C₁₄H₁₄FN₃O₄
Molecular Weight:307.281
Hs Code.:

Synonyms:methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-ribo-hex-5-enopyranoside

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Chemical Property of methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-ribo-hex-5-enopyranoside

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Technology Process of methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-ribo-hex-5-enopyranoside

There total 9 articles about methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-ribo-hex-5-enopyranoside 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: 90.0%

: 128854-92-2
methyl 3-azido-4-O-benzoyl-6-bromo-2,3,6-trideoxy-2-fluoro-α-D-allopyranoside

: 128854-93-3
methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-ribo-hex-5-enopyranoside

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 7h; Heating;
DOI:10.1016/0008-6215(90)84168-T

Reference yield:

: 31077-89-1
1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranose

: 128854-93-3
methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-ribo-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / 45percent HBr / CHCl₃; acetic acid / 3 h / 25 °C

2: Bu₄NBr, ethyldiisopropylamine / CH₂Cl₂ / 48 h / 55 °C / molecular sieve 4A

3: 0.025M NaOCH₃ / 1 h / 25 °C

4: 93 percent / p-toluenesulfonic acid / acetonitrile / 1 h

5: 94 percent / pyridine / CH₂Cl₂ / 0.25 h / -10 °C

6: 67 percent / LiN₃ / dimethylformamide / 13 h / 75 °C

7: 81.5 percent / NBS, BaCO₃ / CCl₄ / 1 h / Heating

8: 90 percent / DBU / benzene / 7 h / Heating

With pyridine; N-Bromosuccinimide; lithium azide; tetrabutylammomium bromide; hydrogen bromide; sodium methylate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; barium carbonate; In tetrachloromethane; dichloromethane; chloroform; acetic acid; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/0008-6215(90)84168-T

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 128854-93-3
methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-ribo-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / p-toluenesulfonic acid / acetonitrile / 1 h

2: 94 percent / pyridine / CH₂Cl₂ / 0.25 h / -10 °C

3: 67 percent / LiN₃ / dimethylformamide / 13 h / 75 °C

4: 81.5 percent / NBS, BaCO₃ / CCl₄ / 1 h / Heating

5: 90 percent / DBU / benzene / 7 h / Heating

With pyridine; N-Bromosuccinimide; lithium azide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; barium carbonate; In tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/0008-6215(90)84168-T