.beta.-D-Galactopyranoside, methyl 2-(acetylamino)-2-deoxy-1-thio-, 3,4,6-triacetate

Base Information

• Chemical Name: .beta.-D-Galactopyranoside, methyl 2-(acetylamino)-2-deoxy-1-thio-, 3,4,6-triacetate
• CAS No.: 84635-58-5
• Molecular Formula: C₁₅H₂₃NO₈S
• Molecular Weight: 377.416

Synonyms:.beta.-D-Galactopyranoside, methyl 2-(acetylamino)-2-deoxy-1-thio-, 3,4,6-triacetate

Chemical Property of .beta.-D-Galactopyranoside, methyl 2-(acetylamino)-2-deoxy-1-thio-, 3,4,6-triacetate

Chemical Property:

• PSA: 142.53000
• LogP: 0.39640

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of .beta.-D-Galactopyranoside, methyl 2-(acetylamino)-2-deoxy-1-thio-, 3,4,6-triacetate

There total 3 articles about .beta.-D-Galactopyranoside, methyl 2-(acetylamino)-2-deoxy-1-thio-, 3,4,6-triacetate 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:

Acetic acid (2R,3R,4R,5R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-bromo-tetrahydro-pyran-4-yl ester (133964-95-1) → Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-methylsulfanyl-tetrahydro-pyran-4-yl ester (84635-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone / 18 h / Ambient temperature

2: NaOAc / 100 °C

With sodium acetate; In acetone;

DOI:10.1246/bcsj.55.3667

Reference yield:

acetic anhydride (108-24-7) + N-((2S,3R,4R,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-yl)-acetamide → Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-methylsulfanyl-tetrahydro-pyran-4-yl ester (84635-58-5)

Guidance literature:

With sodium acetate; at 100 ℃; Yield given;

DOI:10.1246/bcsj.55.3667

Reference yield:

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-carbamimidoylsulfanyl-tetrahydro-pyran-4-yl ester + methyl iodide (74-88-4) → Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-methylsulfanyl-tetrahydro-pyran-4-yl ester (84635-58-5)

Guidance literature:

With potassium thiosulfate; potassium carbonate; Yield given;

DOI:10.1016/00404-0399(50)14068-

upstream raw materials:

acetic anhydride

methyl iodide

Acetic acid (2R,3R,4R,5R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-bromo-tetrahydro-pyran-4-yl ester

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