N-((3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(phenylthio)tetrahydro-2Hpyran-3-yl)acetamide

Base Information

• Chemical Name: N-((3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(phenylthio)tetrahydro-2Hpyran-3-yl)acetamide
• CAS No.: 128960-84-9
• Molecular Formula: C₁₄H₁₉NO₅S
• Molecular Weight: 313.375
• Mol file: 128960-84-9.mol

Synonyms:N-((3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(phenylthio)tetrahydro-2Hpyran-3-yl)acetamide

Chemical Property of N-((3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(phenylthio)tetrahydro-2Hpyran-3-yl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(phenylthio)tetrahydro-2Hpyran-3-yl)acetamide

There total 29 articles about N-((3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(phenylthio)tetrahydro-2Hpyran-3-yl)acetamide 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%

phenyl 2-acetamido-3,4,6-tri-O-acetyl-1,2-di-deoxy-1-thio-β-D-glucopyranoside (27526-42-7) → N-((3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(phenylthio)tetrahydro-2Hpyran-3-yl)acetamide (128960-84-9)

Guidance literature:

With sodium methylate; In methanol; for 3h; Ambient temperature;

DOI:10.1016/S0957-4166(00)86294-1

Reference yield:

phenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->6)-2-acetamido-2-deoxy-1-thio-β-D-glucopyranoside (1322656-77-8) → N-((3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(phenylthio)tetrahydro-2Hpyran-3-yl)acetamide (128960-84-9)

Guidance literature:

With dispersin B; sodium chloride; In water; at 25 ℃; for 4h; pH=5.9; Kinetics; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.carres.2011.03.029

Reference yield:

phenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->6)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->6)-2-acetamido-2-deoxy-1-thio-β-D-glucopyranoside (1322656-79-0) → phenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->6)-2-acetamido-2-deoxy-1-thio-β-D-glucopyranoside (1322656-77-8) + N-((3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(phenylthio)tetrahydro-2Hpyran-3-yl)acetamide (128960-84-9)

Guidance literature:

With dispersin B; sodium chloride; In water; at 25 ℃; for 4h; pH=5.9; Kinetics; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.carres.2011.03.029

upstream raw materials:

phenyl 2-acetamido-3,4,6-tri-O-acetyl-1,2-di-deoxy-1-thio-β-D-glucopyranoside

N-acetoxysuccinimide

phenyl 2-amino-2-deoxy-1-thio-β-D-glucopyranoside

phenylthiotrimethylsilane

Downstream raw materials:

phenyl 2-acetamido-2-deoxy-6-O-methylsulfonyl-1-thio-β-D-glucopyranoside

phenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

phenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-1-thio-β-D-glucopyranoside