phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose

Base Information

• Chemical Name: phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose
• CAS No.: 131087-37-1
• Molecular Formula: C₁₆H₂₀O₄S
• Molecular Weight: 308.398
• Mol file: 131087-37-1.mol

Synonyms:phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose

Chemical Property of phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose

There total 2 articles about phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose 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:

phenyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside (131087-35-9) → phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose (131087-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h / Ambient temperature

2: 1) lithium di-isopropylamide, 2) hexamethylphosphoric triamide / 1) oxolane, -76 deg C, 1 h, 2) 5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; pyridinium chlorochromate; lithium diisopropyl amide; In dichloromethane;

DOI:10.1016/0008-6215(90)80164-X

Reference yield:

phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose (131087-36-0) + methyl iodide (74-88-4) → phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose (131087-37-1)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Yield given. Multistep reaction; 1) oxolane, -76 deg C, 1 h, 2) 5 h;

DOI:10.1016/0008-6215(90)80164-X

Reference yield: 64.0%

phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose (131087-37-1) → phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose oxime (131087-38-2)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; for 20h; Heating;

DOI:10.1016/0008-6215(90)80164-X

upstream raw materials:

phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose

methyl iodide

phenyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

Downstream raw materials:

phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose oxime

phenyl 4-amino-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside

phenyl 4,6-dideoxy-4-formamido-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside

phenyl 4-(N-benzylformamido)-4,6-dideoxy-3-C-methyl-1-thio-α-L-mannopyranoside