p-methoxyphenyl (4-O-acetyl-3,6-di-O-benzyl-α-D-galactopyranosyl)-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside

Base Information

Chemical Name:p-methoxyphenyl (4-O-acetyl-3,6-di-O-benzyl-α-D-galactopyranosyl)-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside
CAS No.:1607433-81-7
Molecular Formula:C₄₉H₅₂O₁₃
Molecular Weight:848.944
Hs Code.:

Synonyms:p-methoxyphenyl (4-O-acetyl-3,6-di-O-benzyl-α-D-galactopyranosyl)-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside

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Chemical Property of p-methoxyphenyl (4-O-acetyl-3,6-di-O-benzyl-α-D-galactopyranosyl)-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside

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Technology Process of p-methoxyphenyl (4-O-acetyl-3,6-di-O-benzyl-α-D-galactopyranosyl)-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside

There total 11 articles about p-methoxyphenyl (4-O-acetyl-3,6-di-O-benzyl-α-D-galactopyranosyl)-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside 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%

: 1607433-80-6
p-methoxyphenyl [4-O-acetyl-3,6-di-O-benzyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl]-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside

: 1607433-81-7
p-methoxyphenyl (4-O-acetyl-3,6-di-O-benzyl-α-D-galactopyranosyl)-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In aq. phosphate buffer; dichloromethane; at 0 ℃; for 2h; pH=7;
DOI:10.1021/jo500503r

Reference yield:

: 951767-74-1
C₃₅H₃₆O₆S

: 1607433-81-7
p-methoxyphenyl (4-O-acetyl-3,6-di-O-benzyl-α-D-galactopyranosyl)-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / methanol / 36 h / 20 °C

2.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane; water / 30 h / 50 °C

3.1: dmap; triethylamine / dichloromethane / 5 h / 0 - 20 °C

4.1: dichloromethane / 0.5 h / 20 °C / Molecular sieve

4.2: 1 h / -20 °C / Inert atmosphere

5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; aq. phosphate buffer / 2 h / 0 °C / pH 7

With dmap; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide; In methanol; aq. phosphate buffer; dichloromethane; water;
DOI:10.1021/jo500503r

Reference yield:

: 1607433-73-7
4-methoxyphenyl 2,3,4-tri-O-acetyl-phenyl-α-L-fucopyranoside

: 1607433-81-7
p-methoxyphenyl (4-O-acetyl-3,6-di-O-benzyl-α-D-galactopyranosyl)-(1→3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium methylate / methanol / 12 h

2.1: camphor-10-sulfonic acid / acetonitrile / 1 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

3.2: 12 h / 0 - 20 °C

4.1: hydrogenchloride / water / 1 h

5.1: dichloromethane / 0.5 h / 20 °C / Molecular sieve

5.2: 1 h / -20 °C / Inert atmosphere

6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; aq. phosphate buffer / 2 h / 0 °C / pH 7

With hydrogenchloride; camphor-10-sulfonic acid; sodium methylate; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; aq. phosphate buffer; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo500503r