2-methyl-5-tert-butylphenyl 2,4-di-O-acetyl-1-thio-α-L-rhamnopyranoside

Base Information

• Chemical Name: 2-methyl-5-tert-butylphenyl 2,4-di-O-acetyl-1-thio-α-L-rhamnopyranoside
• CAS No.: 1185741-89-2
• Molecular Formula: C₂₁H₃₀O₆S
• Molecular Weight: 410.532
• Mol file: 1185741-89-2.mol

Synonyms:2-methyl-5-tert-butylphenyl 2,4-di-O-acetyl-1-thio-α-L-rhamnopyranoside

Chemical Property of 2-methyl-5-tert-butylphenyl 2,4-di-O-acetyl-1-thio-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-5-tert-butylphenyl 2,4-di-O-acetyl-1-thio-α-L-rhamnopyranoside

There total 1 articles about 2-methyl-5-tert-butylphenyl 2,4-di-O-acetyl-1-thio-α-L-rhamnopyranoside 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:

C23H34O6S → 2-methyl-5-tert-butylphenyl 2,4-di-O-acetyl-1-thio-α-L-rhamnopyranoside (1185741-89-2)

Guidance literature:

With hydrogenchloride; water;

DOI:10.1016/j.carres.2009.05.011

Reference yield: 73.0%

benzyl oleanolate 3-O-3′,4′-O-isopropylidene-α-L-arabinopyranoside (875878-34-5) + 2-methyl-5-tert-butylphenyl 2,4-di-O-acetyl-1-thio-α-L-rhamnopyranoside (1185741-89-2) + 2,3,4-tri-O-benzoyl-α-D-xylopyranosyl trichloroacetimidate (432519-23-8) → benzyl oleanolate 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1 → 3)-2,4-di-O-acetyl-α-L-rhamnopyranosyl-(1 → 2)-3,4-O-isopropylidene-α-L-arabinopyranoside (1352410-45-7)

Guidance literature:

2-methyl-5-tert-butylphenyl 2,4-di-O-acetyl-1-thio-α-L-rhamnopyranoside; 2,3,4-tri-O-benzoyl-α-D-xylopyranosyl trichloroacetimidate; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

benzyl oleanolate 3-O-3′,4′-O-isopropylidene-α-L-arabinopyranoside; With N-iodo-succinimide; In dichloromethane; at -10 ℃; for 1h; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.04.016

Reference yield: 73.0%

benzyl oleanolate 3-O-3′,4′-O-isopropylidene-α-L-arabinopyranoside (875878-34-5) + 2-methyl-5-tert-butylphenyl 2,4-di-O-acetyl-1-thio-α-L-rhamnopyranoside (1185741-89-2) + 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-2,3-di-O-benzoyl-β-D-xylopyranoside trichloroacetimidate (1352410-43-5) → benzyl oleanolate 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-2,3-di-O-benzoyl-β-D-xylopyranosyl-(1 → 3)-2,4-di-O-acetyl-α-L-rhamnopyranosyl-(1 → 2)-3,4-O-isopropylidene-α-L-arabinopyranoside (1352410-44-6)

Guidance literature:

2-methyl-5-tert-butylphenyl 2,4-di-O-acetyl-1-thio-α-L-rhamnopyranoside; 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-2,3-di-O-benzoyl-β-D-xylopyranoside trichloroacetimidate; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

benzyl oleanolate 3-O-3′,4′-O-isopropylidene-α-L-arabinopyranoside; In dichloromethane; at -10 ℃; for 1h; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.04.016

Downstream raw materials:

benzyl oleanolate 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1 → 3)-2,4-di-O-acetyl-α-L-rhamnopyranosyl-(1 → 2)-3,4-O-isopropylidene-α-L-arabinopyranoside

benzyl oleanolate 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1 → 4)-2,3-di-O-benzoyl-β-D-xylopyranosyl-(1 → 3)-2,4-di-O-acetyl-α-L-rhamnopyranosyl-(1 → 2)-3,4-O-isopropylidene-α-L-arabinopyranoside

benzyl oleanolate 3β-O-2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1 → 3)-2,4-di-O-acetyl-α-L-rhamnopyranosyl-(1 → 2)-3,4-di-O-benzoyl-β-D-xylopyranoside

benzyl oleanolate 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1 → 3)-2,4-di-O-acetyl-α-L-rhamnopyranosyl-(1 → 2)-3,4-di-O-benzoyl-β-D-xylopyranoside