NEU5AC ALPHA(2-3)GAL BETA MP GLYCOSIDE

Base Information

• Chemical Name: NEU5AC ALPHA(2-3)GAL BETA MP GLYCOSIDE
• CAS No.: 159922-54-0
• Molecular Formula: C₂₄H₃₅NO₁₅
• Molecular Weight: 577.54
• Mol file: 159922-54-0.mol

Synonyms:NEU5AC ALPHA(2-3)GAL BETA MP GLYCOSIDE;4-Methoxyphenyl 3-O-(N-Acetyl-alpha-neuraminosyl)-beta-D-galactopyranoside;4-Methoxyphenyl O-(5-Acetamido-3,5-dideoxy-D-glycero-alpha-D-galacto-2-nonulopyranosylonic Acid)-(2-3)-beta-D-galactopyranoside;4-Methoxyphenyl 3-O-(N-Acetyl-alpha-neuraminosyl)-beta-D-galactopyranoside 4-Methoxyphenyl O-(5-Acetamido-3,5-dideoxy-D-glycero-alpha-D-galacto-2-nonulopyranosylonic Acid)-(2-3)-beta-D-galactopyranoside;Neu5Acα(2-3)Galβ MP Glycoside;(2-3)GalβMP Glycoside;Neu5Ac&alpha

Chemical Property of NEU5AC ALPHA(2-3)GAL BETA MP GLYCOSIDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 983.548°C at 760 mmHg
• PKA: 1.92±0.70(Predicted)
• Flash Point: 548.63°C
• PSA: 257.65000
• Density: 1.596g/cm³
• LogP: -3.11200

Purity/Quality:

98%,99%, ^*data from raw suppliers

Neu5Acα(2-3)Galβ MP Glycoside >95.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of NEU5AC ALPHA(2-3)GAL BETA MP GLYCOSIDE

There total 9 articles about NEU5AC ALPHA(2-3)GAL BETA MP GLYCOSIDE 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: 100.0%

C24H33NO14 (159922-55-1) → (2S,4S,5R,6R)-5-Acetylamino-2-[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid (159922-54-0)

Guidance literature:

With sodium hydrogencarbonate; In water-d2; for 570h;

DOI:10.1016/S0040-4039(00)76897-3

Reference yield: 94.0%

(2S,4S,5R,6R)-5-Acetylamino-4-benzyloxy-2-[(2S,3R,4S,5S,6R)-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-2-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yloxy]-6-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester (159922-52-8) → (2S,4S,5R,6R)-5-Acetylamino-2-[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid (159922-54-0)

Guidance literature:

With hydrogen; palladium hydroxide - carbon; In methanol; water; for 5h;

DOI:10.1016/S0040-4039(00)76897-3

Reference yield:

(3S,4R,5S,6R)-5-Acetylamino-4-benzyloxy-2-bromo-3-phenylsulfanyl-6-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester (132294-62-3) → (2S,4S,5R,6R)-5-Acetylamino-2-[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid (159922-54-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 69 percent / mercury salt

2: 25 percent / Ph₃SnH, AIBN / benzene / 6 h / Heating

3: 89 percent / H₂ / 20percent Pd(OH)2-C / tetrahydrofuran; H₂O / 5 h

4: 100 percent / NaHCO₃ / D₂O / 570 h

With 2,2'-azobis(isobutyronitrile); mercury salt; triphenylstannane; hydrogen; sodium hydrogencarbonate; palladium hydroxide - carbon; In tetrahydrofuran; water; water-d2; benzene;

DOI:10.1016/S0040-4039(00)76897-3

upstream raw materials:

C₂₄H₃₃NO₁₄

(2S,4S,5R,6R)-5-Acetylamino-4-benzyloxy-2-[(2S,3R,4S,5S,6R)-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-2-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yloxy]-6-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester

(3S,4R,5S,6R)-5-Acetylamino-4-benzyloxy-2-bromo-3-phenylsulfanyl-6-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester

4-methoxyphenyl 3,4-O-isopropylidene-β-D-galactopyranoside

Refernces