(S)-3-Amino-1,2,3,4-tetrahydrocarbazole

Base Information

• Chemical Name: (S)-3-Amino-1,2,3,4-tetrahydrocarbazole
• CAS No.: 116650-34-1
• Molecular Formula: C12H14N2
• Molecular Weight: 186.257
• Mol file: 116650-34-1.mol

Synonyms:1H-Carbazol-3-amine,2,3,4,9-tetrahydro-, (S)-;

Chemical Property of (S)-3-Amino-1,2,3,4-tetrahydrocarbazole

Chemical Property:

• Refractive Index: 1.677
• Boiling Point: 362.512 °C at 760 mmHg
• PKA: 17.54±0.40(Predicted)
• Flash Point: 200.5 °C
• PSA: 41.81000
• Density: 1.192 g/cm³
• LogP: 2.68420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98% ^*data from raw suppliers

(S)-2,3,4,9-Tetrahydro-1H-carbazol-3-amine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-Amino-1,2,3,4-tetrahydrocarbazole

There total 34 articles about (S)-3-Amino-1,2,3,4-tetrahydrocarbazole 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: 62.0%

1,2,3,4-tetrahydrocarbazol-3-one (51145-61-0) → (3S)-2,3,4,9-tetrahydro-1H-carbazol-3-amine (116650-34-1)

Guidance literature:

With L-alanin; formate dehydrogenase from Candida boidinii; L-alanine dehydrogenase; pyridoxal 5'-phosphate; lyophilized Chromobacterium violaceum containing ω-transaminase; ammonium formate; NADH; In aq. phosphate buffer; at 30 ℃; for 24h; pH=7; Reagent/catalyst; Enzymatic reaction;

DOI:10.1002/adsc.201300993

Reference yield: 52.0%

3-azido-2,3,4,9-tetrahydro-1H-carbazole → 2,3,4,9-tetrahydro-1H-carbazol-3-yl-amine (61894-99-3,116650-33-0,116650-34-1,134525-54-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h; under 3102.9 Torr; Ambient temperature;

Reference yield: 50.0%

1,4-dioxaspiro[4.5]decan-8-amine (97096-16-7) + phenylhydrazine (100-63-0) → 2,3,4,9-tetrahydro-1H-carbazol-3-yl-amine (61894-99-3,116650-33-0,116650-34-1,134525-54-5)

Guidance literature:

With sulfuric acid; In water; at 95 - 100 ℃;

DOI:10.1016/j.bmcl.2012.06.002

upstream raw materials:

1,2,3,4-tetrahydrocarbazol-3-one

3-hydroxy-1,2,3,4-tetrahydrocarbazole p-toluenesulphonate ester

(+/-)-2,3,4,9-tetrahydro-1H-carbazol-3-ol

MANDELIC ACID

Downstream raw materials:

(S)-4-fluoro-N-(2,3,4,9-tetrahydro-1H-carbazol-3-yl)benzenesulfonamide

N-(2,3,4,9-tetrahydro-1H-carbazol-3-yl)acetamide

(3R)-2,3,4,9-tetrahydro-1H-carbazol-3-amine

(R)-4-fluoro-N-(2,3,4,9-tetrahydro-1H-carbazol-3-yl)benzenesulfonamide

Refernces

• 1、 -. "A 3-amino -1, 2, 3, 4-tetrahydrocarbazoles a method for the resolution of". Paragraph 0047-0049. . Retrieved 2017/04/11.
• 2、 Busto, Eduardo,Gotor-Fernandez, Vicente,Gotor, Vicente. "Asymmetric chemoenzymatic synthesis of ramatroban using lipases and oxidoreductases". scheme or table. p. 4842 - 4848. Retrieved 2012/07/31.