p-tolyl 4-O-acetyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

Base Information

• Chemical Name: p-tolyl 4-O-acetyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside
• CAS No.: 851625-43-9
• Molecular Formula: C₁₈H₂₄O₅S
• Molecular Weight: 352.452
• Mol file: 851625-43-9.mol

Synonyms:p-tolyl 4-O-acetyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

Chemical Property of p-tolyl 4-O-acetyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-tolyl 4-O-acetyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

There total 3 articles about p-tolyl 4-O-acetyl-2,3-O-isopropylidene-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: 93.0%

p–tolyl 2,3-O-isopropylidene-1-thio-α-L-rhammopyranoside (903906-55-8) + acetic anhydride (108-24-7) → p-tolyl 4-O-acetyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside (851625-43-9)

Guidance literature:

With pyridine; at 20 ℃; for 3h;

DOI:10.1016/j.tetasy.2010.06.032

Reference yield: 92.0%

acetic anhydride (108-24-7) + 2,2-dimethoxy-propane (77-76-9) + (2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol (628308-75-8) → p-tolyl 4-O-acetyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside (851625-43-9)

Guidance literature:

2,2-dimethoxy-propane; (2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol; With perchloric acid on silica gel; In acetone; at 20 ℃;

acetic anhydride; With methanol; perchloric acid on silica gel; In acetone; at 20 ℃;

DOI:10.1016/j.carres.2005.02.012

Reference yield: 75.0%

acetic anhydride (108-24-7) + isobutyraldehyde dimethyl acetal (41632-89-7) + (2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol (628308-75-8) → p-tolyl 4-O-acetyl-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside (851625-43-9)

Guidance literature:

isobutyraldehyde dimethyl acetal; (2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol; With toluene-4-sulfonic acid; In acetone; at 25 ℃; Inert atmosphere;

acetic anhydride; In acetone; at 40 ℃; Inert atmosphere;

DOI:10.1055/s-0028-1087913

upstream raw materials:

acetic anhydride

2,2-dimethoxy-propane

(2S,3S,4R,5R,6S)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyranol

isobutyraldehyde dimethyl acetal

Downstream raw materials:

p-methoxyphenyl 4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside

p-methoxyphenyl 4-O-acetyl-2,3-O-isopropylidene-alpha-L-rhamnopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-N-phthalimido-β-D-glucopyranoside

p-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->3)-2-deoxy-N-phthalimido-4,6-O-benzylidene-β-D-glucopyranoside

p-methoxyphenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-N-phthalimido-β-D-glucopyranoside