phenyl-3,4-O-diacetyl-2,6-dideoxy-1-thio-α-L-galactopyranoside

Base Information

• Chemical Name: phenyl-3,4-O-diacetyl-2,6-dideoxy-1-thio-α-L-galactopyranoside
• CAS No.: 135197-83-0
• Molecular Formula: C₁₆H₂₀O₅S
• Molecular Weight: 324.398
• Mol file: 135197-83-0.mol

Synonyms:phenyl-3,4-O-diacetyl-2,6-dideoxy-1-thio-α-L-galactopyranoside

Chemical Property of phenyl-3,4-O-diacetyl-2,6-dideoxy-1-thio-α-L-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl-3,4-O-diacetyl-2,6-dideoxy-1-thio-α-L-galactopyranoside

There total 8 articles about phenyl-3,4-O-diacetyl-2,6-dideoxy-1-thio-α-L-galactopyranoside 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: 99.0%

acetic anhydride (108-24-7) + (2R,3R,4R)-2-Methyl-6-phenylsulfanyl-tetrahydro-pyran-3,4-diol (141805-54-1) → Acetic acid (2R,3S,4R)-3-acetoxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl ester (135197-78-3,135197-79-4,135197-83-0,135197-84-1,139190-73-1,139190-76-4,139241-86-4)

Guidance literature:

With pyridine; dmap; at 25 ℃; for 0.5h;

DOI:10.1016/0040-4039(91)80435-9

Reference yield: 86.0%

phenylthiotrimethylsilane (4551-15-9) + methyl 3,4-di-O-acetyl-2,6-dideoxy-α-D-ribo-hexopyranoside (33650-60-1) → Acetic acid (2R,3R,4S)-3-acetoxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl ester (135197-78-3,135197-79-4,135197-83-0,135197-84-1,139190-73-1,139190-76-4,139241-86-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1016/0040-4039(91)80435-9

Reference yield: 82.0%

3,4-di-O-acetyl-1-O-tert-butyldimethylsilyl-2,6-dideoxy-β-L-lyxo-hexopyranose (128135-55-7) + thiophenol (108-98-5) → Acetic acid (2S,3R,4S)-3-acetoxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl ester (135197-78-3,135197-79-4,135197-83-0,135197-84-1,139190-73-1,139190-76-4,139241-86-4)

Guidance literature:

With zirconium(IV) chloride;

DOI:10.1016/S0040-4039(00)71241-X

upstream raw materials:

3,4-di-O-acetyl-1-O-tert-butyldimethylsilyl-2,6-dideoxy-β-L-lyxo-hexopyranose

thiophenol

3,4-Di-O-acetyl-2,6-dideoxy-L-lyxo-hexopyranose

phenylthiotrimethylsilane

Downstream raw materials:

thiophenyl 3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-glucopyranoside

phenyl 3-O-benzoyl-2-deoxy-1-thio-α-L-fucopyranoside

phenyl 2-deoxy-1-thio-α-L-fucopyranoside

S-phenyl benzenethiosulfinate