AMylostatin XG Octaacetate

Base Information

• Chemical Name: AMylostatin XG Octaacetate
• CAS No.: 85747-82-6
• Molecular Formula: C₃₉H₅₃NO₂₃
• Molecular Weight: 903.843
• Mol file: 85747-82-6.mol

Synonyms:

Chemical Property of AMylostatin XG Octaacetate

Chemical Property:

• Solubility.: Chloroform, DCM, Methanol

Purity/Quality:

99% ^*data from raw suppliers

AmylostatinXGOctaacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Amylostatin XG Octaacetate is a protected intermediate of Amylostatin XG (A636800), an analogue of a α-glucosidase inhibitor, Acarbose (Α123500) (1).

Technology Process of AMylostatin XG Octaacetate

There total 6 articles about AMylostatin XG Octaacetate 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: 99.0%

acetic anhydride (108-24-7) + 2,3,2',3'-tetra-O-acetyl-1,6-anhydro-4',6'-dideoxy-4'-<(1R)-(1,5/4,6)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenylamino>-β-cellobiose (85716-51-4,98574-89-1,107911-51-3,107911-52-4) → 1,2,3,6,2',3'-hexa-O-acetyl-4',6'-dideoxy-4'-<(1R)-(1,5/4,6)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenylamino>-α-cellobiose (85747-82-6,92621-72-2,98574-90-4,98574-91-5,107911-53-5)

Guidance literature:

With sulfuric acid; In acetic acid; for 2h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90121-6

Reference yield:

acetic anhydride (108-24-7) + N-<(1S)-(1,4,6/5)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenyl>-2,3,2',3'-tetra-O-acetyl-4'-amino-1,6-anhydro-4',6'-dideoxy-β-maltose (85716-51-4,98574-89-1,107911-51-3,107911-52-4) → Amylostatin XG decaacetate (85747-82-6,92621-72-2,98574-90-4,98574-91-5,107911-53-5)

Guidance literature:

With sulfuric acid; acetic acid; Ambient temperature;

DOI:10.1016/S0040-4039(00)85830-X

Reference yield:

acetic anhydride (108-24-7) + N-<(1S)-(1,4,6/5)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenyl>-2,3,2',3'-tetra-O-acetyl-4'-amino-1,6-anhydro-4',6'-dideoxy-β-maltose (85716-51-4,98574-89-1,107911-51-3,107911-52-4) → N-<(1S)-(1,4,6/5)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenyl>-1,2,3,6,2',3'-hexa-O-acetyl-4'-amino-4',6'-dideoxy-β-maltose (85747-82-6,92621-72-2,98574-90-4,98574-91-5,107911-53-5) + N-<(1S)-(1,4,6/5)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenyl>-1,2,3,6,2',3'-hexa-O-acetyl-4'-amino-4',6'-dideoxy-α-maltose (85747-82-6,92621-72-2,98574-90-4,98574-91-5,107911-53-5)

Guidance literature:

With sulfuric acid; acetic acid; for 3h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/0008-6215(85)85133-8

upstream raw materials:

acetic anhydride

N-<(1S)-(1,4,6/5)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenyl>-2,3,2',3'-tetra-O-acetyl-4'-amino-1,6-anhydro-4',6'-dideoxy-β-maltose

Acetic acid (1R,2R,3S,4R,5R)-4-acetoxy-2-[(2R,3R,4S,5R,6R)-3,4-diacetoxy-6-methyl-5-((1R,4S,5R,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylamino)-tetrahydro-pyran-2-yloxy]-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

2,3,2',3'-tetra-O-acetyl-1,6-anhydro-4',6'-dideoxy-4'-<(1R)-(1,5/4,6)-4,5,6-triacetoxy-3-acetoxymethyl-2-cyclohexenylamino>-β-cellobiose

Refernces

• 1、 Ogawa, Seiichiro,Sugizaki, Hiroyasu,Iwasawa, Yoshikazu,Suami, Tetsuo. "Synthesis of amylostatin (XG)". . p. 325 - 331. Retrieved 2007/10/02.