4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside
• CAS No.: 475101-59-8
• Molecular Formula: C₂₇H₃₆O₁₄
• Molecular Weight: 584.574
• Mol file: 475101-59-8.mol

Synonyms:4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside

Chemical Property of 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside

There total 11 articles about 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-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:

Acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-6-acetoxymethyl-4-allyloxy-2-[(3aR,4S,7R,7aS)-4-(4-methoxy-phenoxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-tetrahydro-pyran-3-yl ester → 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside (475101-59-8)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; dichloromethane;

DOI:10.1016/S0960-894X(02)00327-X

Reference yield:

p-Methoxyphenyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside (13299-05-3) → 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside (475101-59-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / Et₃N / methanol; H₂O / 20 °C

2: 75 percent / camphorsulfonic acid / dimethylformamide / 5 h / 60 °C

3: TMSOTf / CH₂Cl₂ / 1 h / -15 - -10 °C

4: 518.1 mg / MeOH; camphorsulfonic acid / CH₂Cl₂ / 2 h

With methanol; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1080/07328300701296810

Reference yield:

p-Methoxyphenyl β-D-xylopyranoside (13299-09-7) → 4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside (475101-59-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / camphorsulfonic acid / dimethylformamide / 5 h / 60 °C

2: TMSOTf / CH₂Cl₂ / 1 h / -15 - -10 °C

3: 518.1 mg / MeOH; camphorsulfonic acid / CH₂Cl₂ / 2 h

With methanol; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/07328300701296810

upstream raw materials:

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

p-Methoxyphenyl β-D-xylopyranoside

2,4,6-tri-O-acetyl-3-O-allyl-α,β-D-galactopyranose

2,4,6-tri-O-acetyl-3-O-allyl-α-D-galactopyranosyl trichloroacetimidate

Downstream raw materials:

4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

4-methoxyphenyl O-(2,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

4-methoxyphenyl O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside

4-methoxyphenyl O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-(4-methylbenzoyl)-β-D-xylopyranoside