2,6,3,5-Ethanediylidenepentaleno(1,6-bc)pyrrol-2(1H)-ol, octahydro-1-(phenylmethyl)-

Base Information

• Chemical Name: 2,6,3,5-Ethanediylidenepentaleno(1,6-bc)pyrrol-2(1H)-ol, octahydro-1-(phenylmethyl)-
• CAS No.: 33226-57-2
• Molecular Formula: C18H19 N O
• Molecular Weight: 265.355
• Nikkaji Number: J22.974A
• ChEMBL ID: CHEMBL1189234
• Mol file: 33226-57-2.mol

Synonyms:3-hydroxy-4-benzyl-4-azahexacyclo(5.4.1.0(2,6).0(3,10).0(5,9).0(8,11))dodecane;8-benzylamino-8,11-oxapentacyclo(5.4.0.0(2,6).0(3,10).0(5,9))undecane;NGP 1-01;NGP-1-01

Chemical Property of 2,6,3,5-Ethanediylidenepentaleno(1,6-bc)pyrrol-2(1H)-ol, octahydro-1-(phenylmethyl)-

Chemical Property:

• Vapor Pressure: 5.92E-07mmHg at 25°C
• Boiling Point: 395.2°Cat760mmHg
• Flash Point: 157.3°C
• PSA: 23.47000
• Density: 1.481g/cm³
• LogP: 1.88500
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 265.146664230
• Heavy Atom Count: 20
• Complexity: 514

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C3C4C1C5C2C6C3C4C5(N6CC7=CC=CC=C7)O

Technology Process of 2,6,3,5-Ethanediylidenepentaleno(1,6-bc)pyrrol-2(1H)-ol, octahydro-1-(phenylmethyl)-

There total 6 articles about 2,6,3,5-Ethanediylidenepentaleno(1,6-bc)pyrrol-2(1H)-ol, octahydro-1-(phenylmethyl)- 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: 70.0%

8-benzyliminopentacyclo[5.4.0.02,6.03,10.05,9]undecane-11-one (114301-53-0,33226-53-8) → C18H19NO (33226-57-2,114301-55-2)

Guidance literature:

With sodium cyanoborohydride; In methanol; acetic acid; for 2h; Ambient temperature;

DOI:10.1021/jo00246a053

Reference yield: 43.71%

C20H23NO2 → 4-benzyl-4-azahexacyclo[5.4.1.02,6.03,10.05,9.08,11]dodecan-3-ol (33226-57-2)

Guidance literature:

With hydrogenchloride; In acetone; at 20 ℃; for 18h;

DOI:10.3390/molecules23020308

Reference yield:

pentacyclo<5.4.0.02,6.03,10.05,9>undecane-8,11-dione monoethylene ketal (58228-93-6) → 4-benzyl-4-azahexacyclo[5.4.1.02,6.03,10.05,9.08,11]dodecan-3-ol (33226-57-2)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / 1 h / 100 °C / 12929 Torr / Microwave irradiation

2: sodium tetrahydroborate / ethanol / 8 h / 20 °C

3: hydrogenchloride / acetone / 18 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; In ethanol; acetone;

DOI:10.3390/molecules23020308

upstream raw materials:

8-benzyliminopentacyclo[5.4.0.0^2,6.0^3,10.0^5,9]undecane-11-one

pentacyclo<5.4.0.0^2,6.0^3,10.0^5,9>undecane-8,11-dione monoethylene ketal

benzylamine

Downstream raw materials:

3-hydroxy-4-azahexacyclo<5.4.1.0^2,6.0^3,10.0^5,9.0^8,11>dodecane

C₁₁H₁₃NO