6-BENZYL-OCTAHYDRO-PYRROLO[3,4-B]PYRIDINE

Base Information

• Chemical Name: 6-BENZYL-OCTAHYDRO-PYRROLO[3,4-B]PYRIDINE
• CAS No.: 128740-14-7
• Molecular Formula: C₁₄H₂₀N₂
• Molecular Weight: 216.326
• Hs Code.: 2933990090
• Mol file: 128740-14-7.mol

Synonyms:6-benzyl-1,2,3,4,4a,5,7,7a-octahydropyrrolo[3,4-b]pyridine

Chemical Property of 6-BENZYL-OCTAHYDRO-PYRROLO[3,4-B]PYRIDINE

Chemical Property:

• Vapor Pressure: 0.000283mmHg at 25°C
• Refractive Index: 1.557
• Boiling Point: 322.249 °C at 760 mmHg
• PKA: 10.99±0.20(Predicted)
• Flash Point: 130.752 °C
• PSA: 15.27000
• Density: 1.05 g/cm³
• LogP: 2.13710
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Octahydro-6-(phenylmethyl)-1H-Pyrrolo[3,4-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: T
• Statements: 36/37/38-25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Octahydro-6-(phenylmethyl)-1H-Pyrrolo[3,4-b]pyridine is an intermediate in the synthesis of moxifoxacin (M745000), a fluorinated quinolone antibacterial.

Technology Process of 6-BENZYL-OCTAHYDRO-PYRROLO[3,4-B]PYRIDINE

There total 48 articles about 6-BENZYL-OCTAHYDRO-PYRROLO[3,4-B]PYRIDINE 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: 97.5%

[1S,6R]-8-benzyl-7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane (151213-41-1) → (S,S)-8-benzyl-2,8-diazabicyclo[4.3.0]nonane-D-tartrate (151213-39-7,128740-14-7,161594-54-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 15h; Reflux; Inert atmosphere;

DOI:10.1080/00397911.2016.1261164

Reference yield: 97.4%

cis-8-benzyl-7,9-dioxo-2,8-diazabicyclo[4.3.0]-nonane → (R,R)-8-benzyl-2,8-diazabicyclo[4.3.0]-nonane (128740-14-7,161594-54-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 3h; Reflux;

DOI:10.1016/j.bmcl.2017.01.075

Reference yield: 94.0%

cis-6-benzylhexahydro-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione → cis-6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridine (128740-14-7,161594-54-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 24h; Reflux; Inert atmosphere;

DOI:10.1002/adsc.201900686

upstream raw materials:

(R,R)-8-benzyl-2,8-diazabicyclo[4.3.0]nonane L-(+)-tartrate salt

sodium hydroxide

8-benzyl-2,8-diazabicyclo[4.3.0]nonane

(S,S)-8-benzyl-2,8-diazabicyclo[4.3.0]nonane-D-tartrate

Downstream raw materials:

[R,R]-2,8-diazabicyclo[4.3.0]nonane

[R,R]-8-benzyl-2,8-diazabicyclo[4.3.0]nonane

octahydro-pyrrolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester

tert-butyl 6-(3-((4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)octahydro-1H-pyrrolo[3,4-b] pyridine-1-carboxylate

Refernces

• 1、 -. "Preparation method of moxifloxacin intermediate". Paragraph 0072-0073; 0081-0082; 0085; 0089. . Retrieved 2020/05/14.
• 2、 Ding, Guangni,Wu, Xiaoyu,Lu, Bin,Lu, Wenkui,Zhang, Zhaoguo,Xie, Xiaomin. "Tri(pentaflurophenyl)borane-catalyzed reduction of cyclic imides with hydrosilanes: Synthesis of pyrrolidines". . p. 1144 - 1150. Retrieved 2018/02/17.