Tropine benzylate

Base Information

• Chemical Name: Tropine benzylate
• CAS No.: 3736-36-5
• Deprecated CAS: 1334670-75-5
• Molecular Formula: C22H25 N O3
• Molecular Weight: 351.445
• European Community (EC) Number: 609-419-9
• UNII: 3M2OLH58KE
• Nikkaji Number: J8.237F,J313.856I
• Wikidata: Q27257595
• ChEMBL ID: CHEMBL1906907
• Mol file: 3736-36-5.mol

Synonyms:glipin;glipin, (endo)-isomer;glipin, (exo)-isomer;glipin, hydrochloride, (endo)-isomer;glipin, hydrochloride, (exo)-isomer;glypin;tropanyl benzilate;tropine benzilate

Chemical Property of Tropine benzylate

Chemical Property:

• Vapor Pressure: 1.7E-11mmHg at 25°C
• Melting Point: 152-153°
• Boiling Point: 444.7°Cat760mmHg
• PKA: 11.29±0.29(Predicted)
• Flash Point: 222.7°C
• PSA: 49.77000
• Density: 1.23
• LogP: 3.02880
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 351.18344366
• Heavy Atom Count: 26
• Complexity: 464

Purity/Quality:

99% ^*data from raw suppliers

TROPINE BENZILATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2CCC1CC(C2)OC(=O)C(C3=CC=CC=C3)(C4=CC=CC=C4)O
• Isomeric SMILES: CN1[C@@H]2CC[C@H]1CC(C2)OC(=O)C(C3=CC=CC=C3)(C4=CC=CC=C4)O

Technology Process of Tropine benzylate

There total 6 articles about Tropine benzylate 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: 86.8%

Benzilic acid imidazolide (15441-11-9) + 3-tropanol (120-29-6) → Bifentrope (3736-36-5)

Guidance literature:

In acetone; for 2h; Heating;

Reference yield: 60.0%

methyl benzilate (76-89-1) + 3-tropanol (120-29-6) → Bifentrope (3736-36-5)

Guidance literature:

With sodium methylate; In toluene; for 15h; Reflux;

Reference yield:

Benzilic acid (76-93-7) → Bifentrope (3736-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / dimethylformamide / 24 h / Ambient temperature

2: 45 percent / NaOMe / heptane / 15 h / Heating

With sodium methylate; sodium hydrogencarbonate; In n-heptane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.231

upstream raw materials:

3-tropanol

ethyl benzilate

Benzilic acid imidazolide

methyl benzilate

Downstream raw materials:

Tropinbenzilat-methiodid

3endo-benziloyloxy-8anti-heptyloxycarbonylmethyl-8syn-methyl-nortropanium; chloride

3endo-benziloyloxy-8anti-hexyloxycarbonylmethyl-8syn-methyl-nortropanium; bromide

3endo-benziloyloxy-8syn-methyl-8anti-octyloxycarbonylmethyl-nortropanium; chloride