(2S,3R,4S,5R,6R)-2-(4-aminophenyl)sulfanyl-6-(hydroxymethyl)oxane-3,4,5-triol

Base Information

• Chemical Name: (2S,3R,4S,5R,6R)-2-(4-aminophenyl)sulfanyl-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS No.: 29558-05-2
• Molecular Formula: C12H17 N O5 S
• Molecular Weight: 287.33
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10428574
• Nikkaji Number: J505.805H
• Wikidata: Q72440948
• Mol file: 29558-05-2.mol

Synonyms:29558-05-2;4-Aminophenyl b-D-thiogalactopyranoside;(2S,3R,4S,5R,6R)-2-(4-aminophenyl)sulfanyl-6-(hydroxymethyl)oxane-3,4,5-triol;4-AMINOPHENYL-1-THIO-BETA-D-GALACTOPYRANOSIDE;beta-D-Galactopyranoside, 4-aminophenyl 1-thio-;SCHEMBL577243;DTXSID10428574;MFCD00036767;4-(beta-D-Galactopyranosylthio)aniline;4-Aminophenyl-1-thio--D-galactopyranoside;4-Aminophenyl 1-thio-beta-D-galactopyranoside;(2S,3R,4S,5R,6R)-2-(4-aminophenylthio)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Chemical Property of (2S,3R,4S,5R,6R)-2-(4-aminophenyl)sulfanyl-6-(hydroxymethyl)oxane-3,4,5-triol

Chemical Property:

• Melting Point: 172-173°C
• Boiling Point: 587℃
• Flash Point: 309℃
• PSA: 141.47000
• Density: 1.54
• LogP: -0.25800
• Storage Temp.: 2-8°C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 287.08274382
• Heavy Atom Count: 19
• Complexity: 287

Purity/Quality:

98% ^*data from raw suppliers

4-Aminophenyl b-D-thiogalactopyranoside ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)SC2C(C(C(C(O2)CO)O)O)O
• Isomeric SMILES: C1=CC(=CC=C1N)S[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O

Technology Process of (2S,3R,4S,5R,6R)-2-(4-aminophenyl)sulfanyl-6-(hydroxymethyl)oxane-3,4,5-triol

There total 2 articles about (2S,3R,4S,5R,6R)-2-(4-aminophenyl)sulfanyl-6-(hydroxymethyl)oxane-3,4,5-triol 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: 79.0%

4-aminotiophenol (1193-02-8) + 4-nitrophenyl-β-D-galactopyranoside (3150-24-1) → p-aminophenyl-1-thio-β-D-galactopyranoside (29558-05-2,129970-93-0)

Guidance literature:

With E₁₅₉Q mutant of thioglycoligase from Dictyoglomus thermophilum; In aq. buffer; at 20 ℃; for 24h; pH=9; Enzymatic reaction;

DOI:10.1002/ejoc.202100672

Reference yield:

→ p-aminophenyl-1-thio-β-D-galactopyranoside (29558-05-2,129970-93-0)

Guidance literature:

Nitro-Der. 7, H2 ;

DOI:10.1016/S0008-6215(00)82458-1

upstream raw materials:

4-aminotiophenol

4-nitrophenyl-β-D-galactopyranoside

Refernces