p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranoside

Base Information

Chemical Name:p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranoside
CAS No.:247027-80-1
Molecular Formula:C₃₄H₃₄O₇
Molecular Weight:554.64
Hs Code.:

Synonyms:p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranoside

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Chemical Property of p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranoside

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Technology Process of p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranoside

There total 7 articles about p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranoside 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%

: 247027-79-8
p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside

: 247027-80-1
p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranoside

Guidance literature:: With acetic anhydride; dimethyl sulfoxide; at 20 ℃; for 12h;
DOI:10.1021/jo990564p

Reference yield:

: 2872-65-3,14581-81-8,17042-40-9,84380-06-3,105260-62-6
4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

: 247027-80-1
p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaOMe / methanol / 5 h / 20 °C

2.1: dibutyltin oxide / methanol / 4 h / Heating

2.2: 3.16 g / Bu₄NI / toluene / 36 h / 60 °C

3.1: NaH / dimethylformamide / 0.25 h / 0 °C

3.2: 91 percent / dimethylformamide / 12 h / 20 °C

4.1: 94 percent / PdCl₂ / methanol; toluene / 4 h / 20 °C

5.1: 84 percent / DMSO; Ac₂O / 12 h / 20 °C

With sodium methylate; acetic anhydride; sodium hydride; di(n-butyl)tin oxide; dimethyl sulfoxide; palladium dichloride; In methanol; N,N-dimethyl-formamide; toluene; 1.1: Deacetylation / 2.1: Complexation / 2.2: Allylation / 3.1: Metallation / 3.2: Benzylation / 4.1: Deallylation / 5.1: Oxidation;
DOI:10.1021/jo990564p

Reference yield:

: 150-76-5
4-methoxy-phenol

: 247027-80-1
p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / Me₃SiOTf / CH₂Cl₂ / 4 h / 0 °C

2.1: NaOMe / methanol / 5 h / 20 °C

3.1: dibutyltin oxide / methanol / 4 h / Heating

3.2: 3.16 g / Bu₄NI / toluene / 36 h / 60 °C

4.1: NaH / dimethylformamide / 0.25 h / 0 °C

4.2: 91 percent / dimethylformamide / 12 h / 20 °C

5.1: 94 percent / PdCl₂ / methanol; toluene / 4 h / 20 °C

6.1: 84 percent / DMSO; Ac₂O / 12 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; acetic anhydride; sodium hydride; di(n-butyl)tin oxide; dimethyl sulfoxide; palladium dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Substitution / 2.1: Deacetylation / 3.1: Complexation / 3.2: Allylation / 4.1: Metallation / 4.2: Benzylation / 5.1: Deallylation / 6.1: Oxidation;
DOI:10.1021/jo990564p