CID 10750153

Base Information

• Chemical Name: CID 10750153
• CAS No.: 130983-46-9
• Molecular Formula: C8H15NO4
• Molecular Weight: 0
• ChEMBL ID: CHEMBL2409318
• Nikkaji Number: J570.409J
• Mol file: 130983-46-9.mol

Synonyms:130983-46-9;(1S,6R,7S,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,6,7,8-tetrol;1,6,7,8-Indolizinetetrol, octahydro-, 1S-(1.alpha.,6.alpha.,7.beta.,8.beta.,8a.beta.)-;CHEMBL2409318

Chemical Property of CID 10750153

Chemical Property:

• XLogP3: -2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 189.10010796
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN2CC(C(C(C2C1O)O)O)O
• Isomeric SMILES: C1CN2C[C@H]([C@@H]([C@@H]([C@H]2[C@H]1O)O)O)O

Technology Process of CID 10750153

There total 20 articles about CID 10750153 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: 97.0%

(1R,6R,7S,8S,8aS)-8-Benzyloxy-octahydro-indolizine-1,6,7-triol (123190-77-2,131722-89-9) → (+/-)-castanospermin (79831-76-8,89955-60-2,107244-34-8,111467-11-9,117894-10-7,117894-11-8,121250-62-2,123284-48-0,129445-66-5,130983-46-9,139014-22-5,139014-23-6,139014-24-7,140386-64-7,140386-65-8,142393-60-0,142394-39-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; water; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(01)80287-2

Reference yield: 90.0%

(1S,6R,7S,8R,8aR)-1-(tert-Butyl-dimethyl-silanyloxy)-7,8-bis-trimethylsilanyloxy-octahydro-indolizin-6-ol (131063-37-1) → 6,7-Diepicastanospermine (130983-46-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; 0 to 25 deg C;

DOI:10.1016/S0040-4039(00)97743-8

Reference yield: 55.0%

6,7-anhydro-epi-castanospermine (156205-61-7) → 6,7-Diepicastanospermine (130983-46-9)

Guidance literature:

With sulfuric acid; In water; at 55 ℃;

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

upstream raw materials:

(1S,6R,7S,8R,8aR)-1-(tert-Butyl-dimethyl-silanyloxy)-7,8-bis-trimethylsilanyloxy-octahydro-indolizin-6-ol

6,7-anhydro-epi-castanospermine

(1S,6S,7R,8R,8aR)-2,6,7,8-tetrahydroxy-indolizidine

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