1,6,7,8-Indolizinetetrol,octahydro-,1,7,8-triacetate,1s-(1alpha,6beta,7alpha,8beta,8abeta)-

Base Information

• Chemical Name: 1,6,7,8-Indolizinetetrol,octahydro-,1,7,8-triacetate,1s-(1alpha,6beta,7alpha,8beta,8abeta)-
• CAS No.: 156205-42-4
• Molecular Formula: C₁₄H₂₁NO₇
• Molecular Weight: 315.323
• Nikkaji Number: J2.783.100A
• Mol file: 156205-42-4.mol

Synonyms:1,6,7,8-Indolizinetetrol,octahydro-,1,7,8-triacetate,1s-(1.alpha.,6.beta.,7.alpha.,8.beta.,8a.beta.)-;156205-42-4

Chemical Property of 1,6,7,8-Indolizinetetrol,octahydro-,1,7,8-triacetate,1s-(1alpha,6beta,7alpha,8beta,8abeta)-

Chemical Property:

• Boiling Point: 409.6±45.0 °C(Predicted)
• PKA: 13.26±0.70(Predicted)
• PSA: 102.37000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: -0.83180
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 315.13180201
• Heavy Atom Count: 22
• Complexity: 466

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CCN2C1C(C(C(C2)O)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)O[C@H]1CCN2[C@H]1[C@H]([C@@H]([C@H](C2)O)OC(=O)C)OC(=O)C

Technology Process of 1,6,7,8-Indolizinetetrol,octahydro-,1,7,8-triacetate,1s-(1alpha,6beta,7alpha,8beta,8abeta)-

There total 1 articles about 1,6,7,8-Indolizinetetrol,octahydro-,1,7,8-triacetate,1s-(1alpha,6beta,7alpha,8beta,8abeta)- 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: 17.0%

1,6,7,8-tetra-O-acetylcastanospermine (79831-77-9,185907-14-6) → 1,7,8-tri-O-acetylcastanospermine (156205-42-4) + 1,6,8-tri-O-acetylcastanospermine (156150-92-4)

Guidance literature:

With tributyltin methoxide; In tetrahydrofuran; Heating;

DOI:10.1016/S0040-4020(01)85075-4

Reference yield: 86.0%

methanesulfonyl chloride (124-63-0) + 1,7,8-tri-O-acetylcastanospermine (156205-42-4) → 1,7,8-tri-O-acetyl-6-O-mesylcastanospermine (156205-48-0)

Guidance literature:

In pyridine;

DOI:10.1016/S0040-4020(01)85075-4

Reference yield: 49.0%

1,7,8-tri-O-acetylcastanospermine (156205-42-4) → 1,2,7-tri-O-acetyl-8-deoxy-8-fluoroaustraline (156205-46-8) + 1,7,8-tri-O-acetyl-6-deoxy-fluorocastenospermine (156205-45-7)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; for 2h; Heating;

DOI:10.1016/S0040-4020(01)85075-4

upstream raw materials:

1,6,7,8-tetra-O-acetylcastanospermine

Downstream raw materials:

Acetic acid (1S,6S,7S,8R,8aR)-1,7-diacetoxy-6-trifluoromethanesulfonyloxy-octahydro-indolizin-8-yl ester

1,7,8-tri-O-acetyl-6-O-mesylcastanospermine

1,7,8-tri-O-acetyl-6-amino-6-deoxy-6-N,N-diethylcastanospermine

1,2,7-tri-O-acetyl-8-amino-8-deoxy-8-N,N-diethylaustraline