N,N-Dimethyl-9-phenyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine tartrate

Base Information

• Chemical Name: N,N-Dimethyl-9-phenyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine tartrate
• CAS No.: 73425-99-7
• Molecular Formula: C₄H₆O₆*C₂₀H₂₂N₂S
• Molecular Weight: 472.562
• DSSTox Substance ID: DTXSID80994175
• Mol file: 73425-99-7.mol

Synonyms:N,N-Dimethyl-9-phenyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine tartrate;Thiopyrano(2,3-b)indole-4-methylamine, 2,3,4,9-tetrahydro-N,N-dimethyl-9-phenyl-, tartrate;73425-99-7;DTXSID80994175;C20H22N2S.C4H6O6;C20-H22-N2-S.C4-H6-O6;LS-153286;2,3-Dihydroxybutanedioic acid--1-(9-benzyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indol-4-yl)-N-methylmethanamine (1/1)

Chemical Property of N,N-Dimethyl-9-phenyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine tartrate

Chemical Property:

• Vapor Pressure: 3.4E-10mmHg at 25°C
• Boiling Point: 501.7°Cat760mmHg
• Flash Point: 257.2°C
• Density: g/cm³
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 472.16680779
• Heavy Atom Count: 33
• Complexity: 516

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCC1CCSC2=C1C3=CC=CC=C3N2CC4=CC=CC=C4.C(C(C(=O)O)O)(C(=O)O)O
• Isomeric SMILES: CNCC1CCSC2=C1C3=CC=CC=C3N2CC4=CC=CC=C4.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O

Technology Process of N,N-Dimethyl-9-phenyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine tartrate

There total 5 articles about N,N-Dimethyl-9-phenyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine tartrate 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:

1-phenyl-1,3-dihydro-indol-2-one (3335-98-6) → Dimethyl-(9-phenyl-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indol-4-ylmethyl)-amine; compound with (2R,3R)-2,3-dihydroxy-succinic acid (73425-99-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / P₂S₅, NaHCO₃ / tetrahydrofuran / 3 h / Ambient temperature

2: 95 percent / K₂CO₃

3: toluene; pyridine / 0.5 h / Heating

4: 1) NaBH₄

With sodium tetrahydroborate; tetraphosphorus decasulfide; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; pyridine; toluene;

DOI:10.1248/cpb.32.877

Reference yield:

1-phenylindoline-2-thione (73425-20-4) → Dimethyl-(9-phenyl-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indol-4-ylmethyl)-amine; compound with (2R,3R)-2,3-dihydroxy-succinic acid (73425-99-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / K₂CO₃

2: toluene; pyridine / 0.5 h / Heating

3: 1) NaBH₄

With sodium tetrahydroborate; potassium carbonate; In pyridine; toluene;

DOI:10.1248/cpb.32.877

Reference yield:

4-hydroxybut-2-ynyl 1-phenylindol-2-yl sulfide (73425-21-5) → Dimethyl-(9-phenyl-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indol-4-ylmethyl)-amine; compound with (2R,3R)-2,3-dihydroxy-succinic acid (73425-99-7)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene; pyridine / 0.5 h / Heating

2: 1) NaBH₄

With sodium tetrahydroborate; In pyridine; toluene;

DOI:10.1248/cpb.32.877

upstream raw materials:

L-Tartaric acid

dimethyl amine

1-phenylindoline-2-thione

1-phenyl-1,3-dihydro-indol-2-one

Refernces