4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-tosyl-β-D-mannopyranoside

Base Information

Chemical Name:4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-tosyl-β-D-mannopyranoside
CAS No.:1593082-51-9
Molecular Formula:C₂₄H₃₀N₂O₉S
Molecular Weight:522.576
Hs Code.:

Synonyms:4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-tosyl-β-D-mannopyranoside

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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 4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-tosyl-β-D-mannopyranoside

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Technology Process of 4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-tosyl-β-D-mannopyranoside

There total 8 articles about 4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-tosyl-β-D-mannopyranoside 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: 64.0%

: 1593082-50-8
4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-β-D-mannopyranoside

: 98-59-9
p-toluenesulfonyl chloride

: 1593082-51-9
4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-tosyl-β-D-mannopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1002/anie.201309072

Reference yield:

: 70191-05-8
2,3,4,6-tetra-O-acetyl-β-D-galactopyranose

: 1593082-51-9
4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-tosyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: boron trifluoride diethyl etherate / dichloromethane / 15 h / 0 - 20 °C

2: sodium methylate / methanol / 0.67 h / 20 °C

3: 2-Aminoethoxydiphenylborane; N-ethyl-N,N-diisopropylamine / acetonitrile / 1 h / 20 °C

4: pyridine / dichloromethane / 1.5 h / 0 °C

5: tetrabutylammoniun azide / toluene / 3 h / 65 - 100 °C

6: sodium methylate / methanol / 1 h / 20 °C

7: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 1.5 h / 30 °C

8: methanol / 1 h / 20 °C

9: pyridine / dichloromethane / 0.5 h / 0 °C

With pyridine; 10 wt% Pd(OH)2 on carbon; boron trifluoride diethyl etherate; 2-Aminoethoxydiphenylborane; hydrogen; sodium methylate; tetrabutylammoniun azide; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1002/anie.201309072

Reference yield:

: 1593082-59-7
C₂₉H₂₄F₆O₁₃S₂

: 1593082-51-9
4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-tosyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: tetrabutylammoniun azide / toluene / 3 h / 65 - 100 °C

2: sodium methylate / methanol / 1 h / 20 °C

3: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 1.5 h / 30 °C

4: methanol / 1 h / 20 °C

5: pyridine / dichloromethane / 0.5 h / 0 °C

With pyridine; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium methylate; tetrabutylammoniun azide; In methanol; dichloromethane; toluene;
DOI:10.1002/anie.201309072