(+)-4-(4-bromobenzyl)aminomethyl-2,3,4,9-tetrahydrothiopyrano<2,3-b>indole

Base Information

Chemical Name:(+)-4-(4-bromobenzyl)aminomethyl-2,3,4,9-tetrahydrothiopyrano<2,3-b>indole
CAS No.:130202-64-1
Molecular Formula:C₁₉H₁₉BrN₂S
Molecular Weight:387.343
Hs Code.:

Synonyms:

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Chemical Property of (+)-4-(4-bromobenzyl)aminomethyl-2,3,4,9-tetrahydrothiopyrano<2,3-b>indole

Chemical Property:

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Technology Process of (+)-4-(4-bromobenzyl)aminomethyl-2,3,4,9-tetrahydrothiopyrano<2,3-b>indole

There total 12 articles about (+)-4-(4-bromobenzyl)aminomethyl-2,3,4,9-tetrahydrothiopyrano<2,3-b>indole 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:

: 496-30-0
indolin-2-thione

: 130202-64-1
(+)-4-(4-bromobenzyl)aminomethyl-2,3,4,9-tetrahydrothiopyrano<2,3-b>indole

Guidance literature:: Multi-step reaction with 11 steps

1: K₂CO₃ / acetone / 4 h / 23 °C

2: 3M HCl / methanol / 0.25 h / 23 °C

3: 81 percent / DMAP, Et₃N / CH₂Cl₂ / 3 h / -13 °C

4: 1) MSA, Et₃N 2) EtMgBr / 1) CH₂Cl₂, -13 deg C, 10 min 2) ether, 10 min

5: DMAP / pyridine / 14 h / 23 °C

6: aq.46percent HF / acetonitrile / 1.5 h / 25 °C

7: Et₃N / CH₂Cl₂ / 0.17 h / -13 °C

8: NaN₃ / dimethylformamide / 16 h / 50 °C

9: 10percent NaOH / methanol; tetrahydrofuran / 0.25 h / 23 °C

10: 95 percent / LiAlH₄ / diethyl ether / 0.42 h / 25 °C

11: 2) NaBH₄ / 1) MeOH, 23 deg C, 2 h 2) 1 h

With hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; methanesulfonic acid; hydrogen fluoride; ethylmagnesium bromide; potassium carbonate; triethylamine; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1039/P19900000827

Reference yield:

: 130202-53-8
2-[2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-ethylsulfanyl]-1H-indole

: 130202-64-1
(+)-4-(4-bromobenzyl)aminomethyl-2,3,4,9-tetrahydrothiopyrano<2,3-b>indole

Guidance literature:: Multi-step reaction with 10 steps

1: 3M HCl / methanol / 0.25 h / 23 °C

2: 81 percent / DMAP, Et₃N / CH₂Cl₂ / 3 h / -13 °C

3: 1) MSA, Et₃N 2) EtMgBr / 1) CH₂Cl₂, -13 deg C, 10 min 2) ether, 10 min

4: DMAP / pyridine / 14 h / 23 °C

5: aq.46percent HF / acetonitrile / 1.5 h / 25 °C

6: Et₃N / CH₂Cl₂ / 0.17 h / -13 °C

7: NaN₃ / dimethylformamide / 16 h / 50 °C

8: 10percent NaOH / methanol; tetrahydrofuran / 0.25 h / 23 °C

9: 95 percent / LiAlH₄ / diethyl ether / 0.42 h / 25 °C

10: 2) NaBH₄ / 1) MeOH, 23 deg C, 2 h 2) 1 h

With hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; methanesulfonic acid; hydrogen fluoride; ethylmagnesium bromide; triethylamine; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/P19900000827

Reference yield:

: 130202-54-9
(S)-(-)-2-(3,4-dihydroxybutylthio)indole

: 130202-64-1
(+)-4-(4-bromobenzyl)aminomethyl-2,3,4,9-tetrahydrothiopyrano<2,3-b>indole

Guidance literature:: Multi-step reaction with 9 steps

1: 81 percent / DMAP, Et₃N / CH₂Cl₂ / 3 h / -13 °C

2: 1) MSA, Et₃N 2) EtMgBr / 1) CH₂Cl₂, -13 deg C, 10 min 2) ether, 10 min

3: DMAP / pyridine / 14 h / 23 °C

4: aq.46percent HF / acetonitrile / 1.5 h / 25 °C

5: Et₃N / CH₂Cl₂ / 0.17 h / -13 °C

6: NaN₃ / dimethylformamide / 16 h / 50 °C

7: 10percent NaOH / methanol; tetrahydrofuran / 0.25 h / 23 °C

8: 95 percent / LiAlH₄ / diethyl ether / 0.42 h / 25 °C

9: 2) NaBH₄ / 1) MeOH, 23 deg C, 2 h 2) 1 h

With dmap; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; methanesulfonic acid; hydrogen fluoride; ethylmagnesium bromide; triethylamine; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/P19900000827