(5-Acetamido-3,4-diacetyloxy-6-pentoxyoxan-2-yl)methyl acetate

Base Information

• Chemical Name: (5-Acetamido-3,4-diacetyloxy-6-pentoxyoxan-2-yl)methyl acetate
• CAS No.: 146288-30-4
• Molecular Formula: C₁₉H₃₁NO₉
• Molecular Weight: 417.456
• DSSTox Substance ID: DTXSID90402019
• Mol file: 146288-30-4.mol

Synonyms:(5-acetamido-3,4-diacetyloxy-6-pentoxyoxan-2-yl)methyl acetate;146288-30-4;AC1N7QGJ;ChemDiv1_019208;SCHEMBL14010319;HMS641J02;DTXSID90402019;FT-0653573;A808476;SR-01000395299;SR-01000395299-1;(5-acetamido-3,4-diacetyloxy-6-pentoxy-oxan-2-yl)methyl ethanoate;Amyl 2-Acetamido-3,4,6-tri-o-acetyl-2-deoxy-beta-D-glucopyranoside;pentyl 3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxyhexopyranoside;(5-acetamido-3,4-diacetoxy-6-pentoxy-tetrahydropyran-2-yl)methyl acetate

Chemical Property of (5-Acetamido-3,4-diacetyloxy-6-pentoxyoxan-2-yl)methyl acetate

Chemical Property:

• Boiling Point: 546℃
• Flash Point: 284℃
• PSA: 126.46000
• Density: 1.18
• LogP: 1.24020
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 13
• Exact Mass: 417.19988157
• Heavy Atom Count: 29
• Complexity: 580

Purity/Quality:

98% ^*data from raw suppliers

Amyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCOC1C(C(C(C(O1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C

Technology Process of (5-Acetamido-3,4-diacetyloxy-6-pentoxyoxan-2-yl)methyl acetate

There total 10 articles about (5-Acetamido-3,4-diacetyloxy-6-pentoxyoxan-2-yl)methyl acetate 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: 85.0%

→ pentyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (146288-30-4)

Guidance literature:

Reference yield: 73.0%

2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride (3068-34-6,38874-23-6,41355-44-6,51236-40-9,74081-14-4,79897-03-3,100759-09-9,109581-83-1) + pentan-1-ol (71-41-0) → pentyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (146288-30-4)

Guidance literature:

With mercury(II) cyanide; In toluene; at 55 ℃; for 6h; Molecular sieve;

DOI:10.1016/j.carres.2019.06.009

Reference yield:

pentan-1-ol (71-41-0) + 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) → pentyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (146288-30-4)

Guidance literature:

2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose; With trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate; In chloroform; water; at 20 ℃; for 5h;

pentan-1-ol; With camphor-10-sulfonic acid; In 1,2-dichloro-ethane; at 60 ℃; for 2h;

upstream raw materials:

acetic anhydride

pentan-1-ol

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

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

Downstream raw materials:

Pentyl 2-acetamido-2-deoxy-β-D-glucopyranoside