4-AMINOPHENYL-BETA-D-THIOMANNOPYRANOSIDE

Base Information

• Chemical Name: 4-AMINOPHENYL-BETA-D-THIOMANNOPYRANOSIDE
• CAS No.: 129970-93-0
• Molecular Formula: C₁₂H₁₇NO₅S
• Molecular Weight: 287.337
• Mol file: 129970-93-0.mol

Synonyms:p-(Aminophenyl)-b-D-thiomannopyranoside

Chemical Property of 4-AMINOPHENYL-BETA-D-THIOMANNOPYRANOSIDE

Chemical Property:

• Boiling Point: 587℃
• PKA: 13.00±0.70(Predicted)
• Flash Point: 309℃
• PSA: 141.47000
• Density: 1.54
• LogP: -0.25800

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-AMINOPHENYL-BETA-D-THIOMANNOPYRANOSIDE

There total 8 articles about 4-AMINOPHENYL-BETA-D-THIOMANNOPYRANOSIDE 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%

4-aminotiophenol (1193-02-8) + 4-nitrophenyl-β-D-glucoside (2492-87-7) → (2S,3R,4S,5S,6R)-2-((4-aminophenyl)thio)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (58737-22-7,129970-93-0)

Guidance literature:

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

DOI:10.1002/ejoc.202100672

Reference yield: 86.0%

1-thio-β-D-glucopyranose (22566-82-1,23558-19-2,49858-49-3,63073-99-4,135891-42-8,7534-35-2) + p-aminoiodobenzene (540-37-4) → (2S,3R,4S,5S,6R)-2-((4-aminophenyl)thio)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (58737-22-7,129970-93-0)

Guidance literature:

With pyridine; [nickel(II)dichloride(dimethoxyethane)]; zinc; In methanol; at 20 ℃; for 2h;

DOI:10.1002/chem.201302999

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

upstream raw materials:

p-nitrophenyl 1-thio-α-D-mannopyranoside

D-Mannose

4-aminotiophenol

1-thio-β-D-glucopyranose

Refernces

• 1、 Fairbanks, Antony J.. "Applications of Shoda's reagent (DMC) and analogues for activation of the anomeric centre of unprotected carbohydrates". . . Retrieved 2020/12/07.
• 2、 Brachet, Etienne,Brion, Jean-Daniel,Alami, Mouad,Messaoudi, Samir. "Nickel-catalyzed arylation, alkenylation, and alkynylation of unprotected thioglycosides at room temperature". supporting information. p. 15276 - 15280. Retrieved 2013/11/06.