N-DesMethyl Asenapine-d4

Base Information

• Chemical Name: N-DesMethyl Asenapine-d4
• CAS No.: 128915-56-0
• Molecular Formula: C₁₆H₁₄ClNO
• Molecular Weight: 271.746
• Mol file: 128915-56-0.mol

Synonyms:1H-Dibenz[2,3:6,7]oxepino[4,5-c]pyrrole,5-chloro-2,3,3a,12b-tetrahydro-, trans-; Org 30526

Chemical Property of N-DesMethyl Asenapine-d4

Chemical Property:

• PSA: 21.26000
• LogP: 4.24510

Purity/Quality:

98% or more ^*data from raw suppliers

N-DESMETHYL ASENAPINE-D4 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Desmethyl Asenapine is a metabolite of Asenapine that is used as an atypical antipsychotic for the treatment of schizophrenia and acute mania associated with bipolar disorder.

Technology Process of N-DesMethyl Asenapine-d4

There total 19 articles about N-DesMethyl Asenapine-d4 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:

trans-5-Chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz<2,3:6,7>oxepino<4,5-c>pyrrolidine maleate (85650-56-2,85650-55-1) → trans-5-chloro-2,3,3a,12b-tetrahydro-1H-dibenz<2,3:6,7>oxepino<4,5-c>pyrrole (128915-56-0,136085-14-8,136085-16-0,136085-18-2) + asenapine N-oxide (128915-55-9,128949-51-9) + 5-Chloro-1,3,3a,12b-tetrahydro-8-oxa-2-aza-dibenzo[e,h]azulene-2-carboxylic acid (2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxy-tetrahydro-pyran-2-yl ester (128923-28-4)

Guidance literature:

biotransformation (Wistar rat);

Reference yield:

trans-11-chloro-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one → trans-5-chloro-2,3,3a,12b-tetrahydro-1H-dibenz<2,3:6,7>oxepino<4,5-c>pyrrole (128915-56-0,136085-14-8,136085-16-0,136085-18-2)

Guidance literature:

trans-11-chloro-2,3,3a,12b-tetrahydro-1H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrol-1-one; With aluminum (III) chloride; lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;

With sodium hydroxide; In tetrahydrofuran; at 2 ℃; for 0.333333h; Product distribution / selectivity;

Reference yield:

asenapine (65576-45-6,65621-78-5) → trans-5-chloro-2,3,3a,12b-tetrahydro-1H-dibenz<2,3:6,7>oxepino<4,5-c>pyrrole (128915-56-0,136085-14-8,136085-16-0,136085-18-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 227 mg / N-iodosuccinimide, triflic acid / CH₂Cl₂ / 1 h / Ambient temperature

2: T₂ / 10percent Pd/C / ethanol / 1 h / Ambient temperature

3: toluene / Heating

4: 48percent aq. HBr / 2 h / Heating

With N-iodo-succinimide; tritium; trifluorormethanesulfonic acid; hydrogen bromide; palladium on activated charcoal; In ethanol; dichloromethane; toluene;

DOI:10.1002/jlcr.2580340907

upstream raw materials:

trans-5-Chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenz<2,3:6,7>oxepino<4,5-c>pyrrolidine maleate

asenapine

2,5-dichloroacetophenone

phenol

Downstream raw materials:

[(13)CD3]-2-((3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxy-tetrahydro-2H-pyran-2-yl)-5-chloro-2-methyl-2,3,3a,12b-tetrahydro1-H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol

[(13)CD3]-asenapine

asenapine

Refernces

• 1、 Vader,Kaspersen,Sperling,Schlachter,Terpstra,Hilberink,Wagenaars. "The syntheses of radiolabelled Org 5222 and its main metabolites Org 30526". . p. 845 - 869. Retrieved 2007/10/02.