methyl 5-N-acetyl-4,7-di-O-acetyl-9-O-benzoyl-3,5,8-trideoxy-3-fluoro-D-erythro-α-L-manno-non-2-ulopyranosonate

Base Information

Chemical Name:methyl 5-N-acetyl-4,7-di-O-acetyl-9-O-benzoyl-3,5,8-trideoxy-3-fluoro-D-erythro-α-L-manno-non-2-ulopyranosonate
CAS No.:1437796-23-0
Molecular Formula:C₂₃H₂₈FNO₁₁
Molecular Weight:513.474
Hs Code.:

Synonyms:methyl 5-N-acetyl-4,7-di-O-acetyl-9-O-benzoyl-3,5,8-trideoxy-3-fluoro-D-erythro-α-L-manno-non-2-ulopyranosonate

Suppliers and Price of methyl 5-N-acetyl-4,7-di-O-acetyl-9-O-benzoyl-3,5,8-trideoxy-3-fluoro-D-erythro-α-L-manno-non-2-ulopyranosonate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl 5-N-acetyl-4,7-di-O-acetyl-9-O-benzoyl-3,5,8-trideoxy-3-fluoro-D-erythro-α-L-manno-non-2-ulopyranosonate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl 5-N-acetyl-4,7-di-O-acetyl-9-O-benzoyl-3,5,8-trideoxy-3-fluoro-D-erythro-α-L-manno-non-2-ulopyranosonate

There total 9 articles about methyl 5-N-acetyl-4,7-di-O-acetyl-9-O-benzoyl-3,5,8-trideoxy-3-fluoro-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: 83.0%

: 1437796-22-9
methyl 5-N-acetyl-2,4,7-tri-O-acetyl-9-O-benzoyl-3,5,8-trideoxy-3-fluoro-D-erythro-α-L-manno-non-2-ulopyranosonate

: 1437796-23-0
methyl 5-N-acetyl-4,7-di-O-acetyl-9-O-benzoyl-3,5,8-trideoxy-3-fluoro-D-erythro-α-L-manno-non-2-ulopyranosonate

Guidance literature:: With hydrazinium monoacetate; In methanol; dichloromethane; at 4 ℃; for 20h;
DOI:10.1016/j.carres.2013.03.026

Reference yield:

: 14131-64-7
N-acetyl-D-mannosamine

: 1437796-23-0
methyl 5-N-acetyl-4,7-di-O-acetyl-9-O-benzoyl-3,5,8-trideoxy-3-fluoro-D-erythro-α-L-manno-non-2-ulopyranosonate

Guidance literature:: Multi-step reaction with 9 steps

1.1: N-acetylneuraminic aldolase / water / 120 h / 20 °C / Enzymatic reaction

1.2: dowex 1x2 200 ion exchange resin

2.1: trifluoroacetic acid / 16 h / 20 °C

3.1: triethylamine; toluene-4-sulfonic acid / acetone / 4 h / 20 °C

4.1: pyridine / 168 h / 4 - 20 °C

5.1: acetic acid / water / 2 h / 60 °C

6.1: pyridine / 7 h / 0 - 20 °C

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

8.1: tri-n-butyl-tin hydride; 2,5-dimethyl-2,5-bis(tert-butylperoxy)hexane / 1,4-dioxane / 4 h / 100 °C / Inert atmosphere; Molecular sieve

9.1: hydrazinium monoacetate / methanol; dichloromethane / 20 h / 4 °C

With pyridine; 2,5-dimethyl-2,5-bis(tert-butylperoxy)hexane; N-acetylneuraminic aldolase; tri-n-butyl-tin hydride; hydrazinium monoacetate; toluene-4-sulfonic acid; acetic acid; triethylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water; acetone; 7.1: |Barton-McCombie Deoxygenation / 8.1: |Barton-McCombie Deoxygenation;
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

: 1437796-23-0
methyl 5-N-acetyl-4,7-di-O-acetyl-9-O-benzoyl-3,5,8-trideoxy-3-fluoro-D-erythro-α-L-manno-non-2-ulopyranosonate

Guidance literature:: Multi-step reaction with 6 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

5: tri-n-butyl-tin hydride; 2,5-dimethyl-2,5-bis(tert-butylperoxy)hexane / 1,4-dioxane / 4 h / 100 °C / Inert atmosphere; Molecular sieve

6: hydrazinium monoacetate / methanol; dichloromethane / 20 h / 4 °C

With pyridine; 2,5-dimethyl-2,5-bis(tert-butylperoxy)hexane; tri-n-butyl-tin hydride; hydrazinium monoacetate; acetic acid; In 1,4-dioxane; methanol; dichloromethane; water; 4: |Barton-McCombie Deoxygenation / 5: |Barton-McCombie Deoxygenation;
DOI:10.1016/j.carres.2013.03.026