OCTADECYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: OCTADECYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE
• CAS No.: 135198-09-3
• Molecular Formula: C32H57NO9
• Molecular Weight: 599.79628
• Mol file: 135198-09-3.mol

Synonyms:OCTADECYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE;OCTADECYL-2-ACETAMIDO-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE;Octadecyl2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside;OCTYLDECYL-2-ACETAMIDO-TRI-O-ACETYL-2-DEOXY-SS-D-GLUCOPYRANOSIDE

Chemical Property of OCTADECYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

Chemical Property:

• PSA: 126.46000
• LogP: 6.31150

Purity/Quality:

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

OCTADECYL-2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of OCTADECYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

There total 5 articles about OCTADECYL 2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE 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: 80.0%

1-octadecanol (112-92-5) + Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester (3068-34-6) → octadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (135198-09-3)

Guidance literature:

With 3 A molecular sieve; mercury(II) iodide; In 1,2-dichloro-ethane; at 20 - 25 ℃;

Reference yield: 56.0%

1-octadecanol (112-92-5) + 1-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)benzotriazole (1454311-01-3) → 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline (10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1) + octadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (135198-09-3)

Guidance literature:

With cobalt(II) chloride; In dichloromethane; at 50 ℃; for 4h;

DOI:10.1134/S1068162013030084

Reference yield: 53.0%

1-octadecanol (112-92-5) + 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,14086-90-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3) → octadecyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (135198-09-3)

Guidance literature:

With 4 A molecular sieve; iron(III) chloride; In dichloromethane; for 10h; Heating;

DOI:10.1016/0008-6215(95)00229-1

upstream raw materials:

1-octadecanol

2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

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

stearic acid

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