p-Methoxyphenyl (methyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside

Base Information

Chemical Name:p-Methoxyphenyl (methyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside
CAS No.:346435-25-4
Molecular Formula:C₄₆H₄₈O₂₁
Molecular Weight:936.875
Hs Code.:

p-Methoxyphenyl (methyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside

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Chemical Property of p-Methoxyphenyl (methyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside

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Technology Process of p-Methoxyphenyl (methyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside

There total 20 articles about p-Methoxyphenyl (methyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside 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: 75.0%

: 108-24-7
acetic anhydride

: p-Methoxyphenyl (methyl 4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-β-D-xylopyranosyl-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside

: 346435-25-4
p-Methoxyphenyl (methyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 1h;
DOI:10.1039/b009670a

Reference yield:

: 2595-46-2
ethyl 1-thio-β-D-xylopyranoside

: 346435-25-4
p-Methoxyphenyl (methyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 59 percent / CSA / methanol / 2 h / Heating

2: 92 percent / pyridine / CH₂Cl₂ / 3 h / 20 °C

3: 83 percent / molecular sieves 4 Angstroem; NIS; triflic acid / CH₂Cl₂ / 1 h / 0 °C

4: 71 percent / hydrazine acetate / methanol

5: 80 percent / dimethyl(methylthio)sulfonium triflate; molecular sieves 4 Angstroem / diethyl ether / 6 h / 0 °C

6: 87 percent / H₂; aq. AcOH / Pd(OH)2/C / ethyl acetate; methanol / 40 h / 5171.62 Torr

7: 72 percent / DBU / CH₂Cl₂ / 40 h / 20 °C

8: 96 percent / aq. CF₃COOH / acetonitrile / 2 h / 0 °C

9: 75 percent / pyridine / 1 h / 20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; camphor-10-sulfonic acid; hydrogen; hydrazinium monoacetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; trifluoroacetic acid; palladium dihydroxide; In methanol; diethyl ether; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1039/b009670a

Reference yield:

: 13299-05-3
p-Methoxyphenyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside

: 346435-25-4
p-Methoxyphenyl (methyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 11 steps

1.1: NaOMe / methanol / 20 °C

2.1: dibutyltin oxide / toluene / Heating

2.2: 5.3 g / toluene / 4 h / -40 - 20 °C

3.1: pyridine / CH₂Cl₂ / 20 °C

4.1: 203 mg / hydrazine acetate / methanol / 6 h / 20 °C

5.1: 83 percent / molecular sieves 4 Angstroem; NIS; triflic acid / CH₂Cl₂ / 1 h / 0 °C

6.1: 71 percent / hydrazine acetate / methanol

7.1: 80 percent / dimethyl(methylthio)sulfonium triflate; molecular sieves 4 Angstroem / diethyl ether / 6 h / 0 °C

8.1: 87 percent / H₂; aq. AcOH / Pd(OH)2/C / ethyl acetate; methanol / 40 h / 5171.62 Torr

9.1: 72 percent / DBU / CH₂Cl₂ / 40 h / 20 °C

10.1: 96 percent / aq. CF₃COOH / acetonitrile / 2 h / 0 °C

11.1: 75 percent / pyridine / 1 h / 20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrogen; sodium methylate; hydrazinium monoacetate; di(n-butyl)tin oxide; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; trifluoroacetic acid; palladium dihydroxide; In methanol; diethyl ether; dichloromethane; ethyl acetate; toluene; acetonitrile;
DOI:10.1039/b009670a