methyl [phenyl 7,8,9-tri-O-acetyl-5-amino-5,4-N,O-carbonyl-3-(S)-deuterio-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

Base Information

Chemical Name:methyl [phenyl 7,8,9-tri-O-acetyl-5-amino-5,4-N,O-carbonyl-3-(S)-deuterio-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranoside]onate
CAS No.:1606160-24-0
Molecular Formula:C₂₃H₂₇NO₁₁S
Molecular Weight:526.526
Hs Code.:

Synonyms:methyl [phenyl 7,8,9-tri-O-acetyl-5-amino-5,4-N,O-carbonyl-3-(S)-deuterio-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

Suppliers and Price of methyl [phenyl 7,8,9-tri-O-acetyl-5-amino-5,4-N,O-carbonyl-3-(S)-deuterio-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

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 [phenyl 7,8,9-tri-O-acetyl-5-amino-5,4-N,O-carbonyl-3-(S)-deuterio-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl [phenyl 7,8,9-tri-O-acetyl-5-amino-5,4-N,O-carbonyl-3-(S)-deuterio-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

There total 3 articles about methyl [phenyl 7,8,9-tri-O-acetyl-5-amino-5,4-N,O-carbonyl-3-(S)-deuterio-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranoside]onate 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: 48.0%

: 1606160-13-7
methyl [phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3-(S)-3-²H-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside]onate

: 7693-46-1
4-Nitrophenyl chloroformate

: 1606160-24-0
methyl [phenyl 7,8,9-tri-O-acetyl-5-amino-5,4-N,O-carbonyl-3-(S)-deuterio-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

Guidance literature:: methyl [phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3-(S)-3-²H-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside]onate; With methanesulfonic acid; In methanol; at 60 ℃; for 72h;

4-Nitrophenyl chloroformate; With sodium hydrogencarbonate; In water; acetonitrile; at 0 ℃; for 8h;

With acetic anhydride; In pyridine; at 20 ℃; for 16h;
DOI:10.1021/ol500917k

Reference yield:

: methyl [5-acetamido-2,4,7,8,9-penta-O-acetyl-3-(S)-3-²H-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranos]onate

: 1606160-24-0
methyl [phenyl 7,8,9-tri-O-acetyl-5-amino-5,4-N,O-carbonyl-3-(S)-deuterio-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetyl chloride / methanol / 16 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C

3.1: methanesulfonic acid / methanol / 72 h / 60 °C

3.2: 8 h / 0 °C

3.3: 16 h / 20 °C

With methanesulfonic acid; N-ethyl-N,N-diisopropylamine; acetyl chloride; In methanol; dichloromethane;
DOI:10.1021/ol500917k

Reference yield:

: C₂₀H₂₇⁽²⁾HClNO₁₂

: 1606160-24-0
methyl [phenyl 7,8,9-tri-O-acetyl-5-amino-5,4-N,O-carbonyl-3-(S)-deuterio-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranoside]onate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C

2.1: methanesulfonic acid / methanol / 72 h / 60 °C

2.2: 8 h / 0 °C

2.3: 16 h / 20 °C

With methanesulfonic acid; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/ol500917k