methyl 5-N-acetyl-2,4,7-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-3-fluoro-8-O-(phenoxy)thiocarbonyl-D-erythro-α-L-manno-non-2-ulopyranosonate

Base Information

Chemical Name:methyl 5-N-acetyl-2,4,7-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-3-fluoro-8-O-(phenoxy)thiocarbonyl-D-erythro-α-L-manno-non-2-ulopyranosonate
CAS No.:1437796-21-8
Molecular Formula:C₃₂H₃₄FNO₁₄S
Molecular Weight:707.685
Hs Code.:

Synonyms:methyl 5-N-acetyl-2,4,7-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-3-fluoro-8-O-(phenoxy)thiocarbonyl-D-erythro-α-L-manno-non-2-ulopyranosonate

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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-N-acetyl-2,4,7-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-3-fluoro-8-O-(phenoxy)thiocarbonyl-D-erythro-α-L-manno-non-2-ulopyranosonate

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Technology Process of methyl 5-N-acetyl-2,4,7-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-3-fluoro-8-O-(phenoxy)thiocarbonyl-D-erythro-α-L-manno-non-2-ulopyranosonate

There total 7 articles about methyl 5-N-acetyl-2,4,7-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-3-fluoro-8-O-(phenoxy)thiocarbonyl-D-erythro-α-L-manno-non-2-ulopyranosonate 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: 84.0%

: 1437796-20-7
methyl 5-N-acetyl-2,4,7-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-3-fluoro-D-erythro-α-L-manno-non-2-ulopyranosonate

: 1005-56-7
phenylcarbonochloridothioate

: 1437796-21-8
methyl 5-N-acetyl-2,4,7-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-3-fluoro-8-O-(phenoxy)thiocarbonyl-D-erythro-α-L-manno-non-2-ulopyranosonate

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; for 15h;
DOI:10.1016/j.carres.2013.03.026

Reference yield:

: 1214912-85-2
methyl 5-N-acetyl-3,5-dideoxy-3-fluoro-8,9-O-isopropylidene-D-erythro-α-L-manno-non-2-ulopyranosonate

: 1437796-21-8
methyl 5-N-acetyl-2,4,7-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-3-fluoro-8-O-(phenoxy)thiocarbonyl-D-erythro-α-L-manno-non-2-ulopyranosonate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 168 h / 4 - 20 °C

2: acetic acid / water / 2 h / 60 °C

3: pyridine / 7 h / 0 - 20 °C

4: pyridine / dichloromethane / 15 h / 0 - 20 °C

With pyridine; acetic acid; In dichloromethane; water; 4: |Barton-McCombie Deoxygenation;
DOI:10.1016/j.carres.2013.03.026

Reference yield:

: 1437796-19-4
methyl 5-N-acetyl-2,4,7-tri-O-acetyl-3,5-dideoxy-3-fluoro-8,9-O-isopropylidene-D-erythro-α-L-manno-non-2-ulopyranosonate

: 1437796-21-8
methyl 5-N-acetyl-2,4,7-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-3-fluoro-8-O-(phenoxy)thiocarbonyl-D-erythro-α-L-manno-non-2-ulopyranosonate

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid / water / 2 h / 60 °C

2: pyridine / 7 h / 0 - 20 °C

3: pyridine / dichloromethane / 15 h / 0 - 20 °C

With pyridine; acetic acid; In dichloromethane; water; 3: |Barton-McCombie Deoxygenation;
DOI:10.1016/j.carres.2013.03.026