Acarbose tridecaacetate

Base Information

• Chemical Name: Acarbose tridecaacetate
• CAS No.: 117065-98-2
• Molecular Formula: C₅₁H₆₉NO₃₁
• Molecular Weight: 1192.1
• Mol file: 117065-98-2.mol

Synonyms:[4,5-Diacetoxy-3-[3,4-diacetoxy-6-methyl-5-[[4,5,6-triacetoxy-3-(acetoxymethyl)cyclohex-2-en-1-yl]amino]tetrahydropyran-2-yl]oxy-6-[4,5,6-triacetoxy-2-(acetoxymethyl)tetrahydropyran-3-yl]oxy-tetrahydropyran-2-yl]methyl acetate;

Chemical Property of Acarbose tridecaacetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.534
• Boiling Point: 989.727 °C at 760 mmHg
• Flash Point: 552.367 °C
• Density: 1.395 g/cm³
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

Acarbose Tridecaacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An intermediate in the preparation of Acarbose Acarbose Tridecaacetate is an intermediate used in the preparation of Acarbose (A123500) (1).

Technology Process of Acarbose tridecaacetate

There total 2 articles about Acarbose tridecaacetate 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: 96.0%

acetic anhydride (108-24-7) + 2,3,2',3',6',2'',3''-hepta-O-acetyl-1,6-anhydro-4'',6''-dideoxy-4''-<(1S)-(1,4,6/5)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenylamino>-β-maltotriose (117011-93-5) → 1,2,3,6,2',3',6',2'',3''-nona-O-acetyl-4'',6''-dideoxy-4''-<(1S)-(1,4,6/5)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenylamino>-α-maltotriose (68107-35-7,117065-98-2)

Guidance literature:

With sulfuric acid; acetic acid; for 2.5h; Ambient temperature;

DOI:10.1016/0008-6215(89)84107-2

Reference yield:

acetic anhydride (108-24-7) + acarbose (56180-94-0,68107-33-5,106864-09-9) → 1,2,3,6,2',3',6',2'',3''-nona-O-acetyl-4'',6''-dideoxy-4''-<(1S)-(1,4,6/5)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenylamino>-α-maltotriose (68107-35-7,117065-98-2)

Guidance literature:

With pyridine; at 20 ℃; for 24h;

DOI:10.1002/(SICI)1521-3773(19990401)38:7<974::AID-ANIE974>3.0.CO;2-K

Reference yield: 59.0%

1,2,3,6,2',3',6',2'',3''-nona-O-acetyl-4'',6''-dideoxy-4''-<(1S)-(1,4,6/5)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenylamino>-α-maltotriose (68107-35-7,117065-98-2) → acarbose (56180-94-0,68107-33-5,106864-09-9)

Guidance literature:

With sodium methylate; In methanol; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(89)84107-2

upstream raw materials:

acetic anhydride

2,3,2',3',6',2'',3''-hepta-O-acetyl-1,6-anhydro-4'',6''-dideoxy-4''-<(1S)-(1,4,6/5)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenylamino>-β-maltotriose

acarbose

Downstream raw materials:

acarbose

C₅₁H₆₉NO₃₀S

Refernces

• 1、 Shibata, Yasushi,Ogawa, Seiichiro. "TOTAL SYNTHESIS OF ACARBOSE AND ADIPOSIN-2". . p. 309 - 322. Retrieved 2007/10/02.