Sinbaglustat

Base Information

• Chemical Name: Sinbaglustat
• CAS No.: 441061-33-2
• Molecular Weight: 0
• UNII: T5Y7NB5M2U
• Nikkaji Number: J2.712.485B
• NCI Thesaurus Code: C174914
• Pharos Ligand ID: 46VQLMAWW8Y1
• ChEMBL ID: CHEMBL1651553
• Mol file: 441061-33-2.mol

Synonyms:(2S,3R,4R,5S)-2-(hydroxymethyl)-1-pentylpiperidine-3,4,5-triol;OGT 2378;OGT2378;sinbaglustat

Chemical Property of Sinbaglustat

Chemical Property:

• XLogP3: -0.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 233.16270821
• Heavy Atom Count: 16
• Complexity: 202

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCN1CC(C(C(C1CO)O)O)O
• Isomeric SMILES: CCCCCN1C[C@@H]([C@H]([C@@H]([C@@H]1CO)O)O)O

Technology Process of Sinbaglustat

There total 6 articles about Sinbaglustat 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: 90.0%

4-(hydroxymethyl)-2,2-dimethyl-5-pentylhexahydro-[1,3]dioxolo-[4,5-c]pyridin-7-ol (1138325-35-5) → (2S,3R,4R,5S)-1-pentyl-2-(hydroxymethyl)-3,4,5-piperidinetriol (441061-33-2,121133-60-6)

Guidance literature:

With Dowex 50WX₈-100H+; In methanol; for 2h; Reflux;

DOI:10.1021/jo900030p

Reference yield:

(2S,3R,4R,5S)-1-pentyl-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine → (2S,3R,4R,5S)-1-pentyl-2-(hydroxymethyl)-3,4,5-piperidinetriol (441061-33-2,121133-60-6)

Guidance literature:

With hydrogen; palladium dichloride; In methanol;

Reference yield:

(2S,3R,4R,5S)-2-hydroxymethyl-3,4,5-piperidinetriol (16647-80-6) + 1-Bromopentane (110-53-2) → (2S,3R,4R,5S)-1-pentyl-2-(hydroxymethyl)-3,4,5-piperidinetriol (441061-33-2,121133-60-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/ml100192b

upstream raw materials:

4-(hydroxymethyl)-2,2-dimethyl-5-pentylhexahydro-[1,3]dioxolo-[4,5-c]pyridin-7-ol

(2S,3R,4R,5S)-2-hydroxymethyl-3,4,5-piperidinetriol

1-Bromopentane

2,3,4,6-tetra-O-benzyl-D-glucitol