(5R,9S)-9-chloro-5,9-dimethyl-2-(p-toluenesulfonyl)thiazolo<5,4-f>morphan

Base Information

Chemical Name:(5R*,9S*)-9-chloro-5,9-dimethyl-2-(p-toluenesulfonyl)thiazolo<5,4-f>morphan
CAS No.:87707-43-5
Molecular Formula:C₁₈H₂₁ClN₂O₂S₂
Molecular Weight:396.962
Hs Code.:

Synonyms:(5R*,9S*)-9-chloro-5,9-dimethyl-2-(p-toluenesulfonyl)thiazolo<5,4-f>morphan

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5R*,9S*)-9-chloro-5,9-dimethyl-2-(p-toluenesulfonyl)thiazolo<5,4-f>morphan

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Technology Process of (5R*,9S*)-9-chloro-5,9-dimethyl-2-(p-toluenesulfonyl)thiazolo<5,4-f>morphan

There total 12 articles about (5R*,9S*)-9-chloro-5,9-dimethyl-2-(p-toluenesulfonyl)thiazolo<5,4-f>morphan 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: 89.0%

: 87707-42-4
(2bR,6bR,6cS)-6b,6c-Dimethyl-1,2,2b,3,6b,6c-hexahydro-6-thia-2a,4-diaza-cyclopropa[cd]-as-indacene

: 98-59-9
p-toluenesulfonyl chloride

: 87707-43-5
(5R*,9S*)-9-chloro-5,9-dimethyl-2-(p-toluenesulfonyl)thiazolo<5,4-f>morphan

Guidance literature:: With triethylamine; In dichloromethane; for 16h;
DOI:10.1248/cpb.31.1518

Reference yield:

: 87707-27-5
2-bromo-4,4-dimethyl-1,3-cyclohexanedione

: 87707-43-5
(5R*,9S*)-9-chloro-5,9-dimethyl-2-(p-toluenesulfonyl)thiazolo<5,4-f>morphan

Guidance literature:: Multi-step reaction with 10 steps

1: 70 percent / pyridine / 1.) 18 h, r.t., 2.) 1 h, reflux

2: 1.) NaNO₂, 40 percent H₂SO₄, 2.) CuSO₄*5H₂O, NaCl / 1.) water, 30 min, -10 deg C, 2.) water, 40 min, r.t.

3: 96 percent / H₂, triethylamine / 10 percent Pd-C / ethanol / 760 Torr

4: 81 percent / tetrahydrofuran / 0.58 h / -70 °C

5: LiAlH₄ / tetrahydrofuran; diethyl ether / 3.5 h

6: 50 percent H₂SO₄ / 5 h / 120 °C

7: 50 percent H₂SO₄ / 72 h / 120 °C

8: 75 percent / Br₂ / CHCl₃ / 1 h / Ambient temperature

9: 420 mg / K₂CO₃ / methanol; CHCl₃ / 18 h

10: 89 percent / triethylamine / CH₂Cl₂ / 16 h

With lithium aluminium tetrahydride; sulfuric acid; hydrogen; bromine; potassium carbonate; copper(II) sulfate; triethylamine; sodium chloride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; chloroform;
DOI:10.1248/cpb.31.1518

Reference yield:

: 4,4-dimethyl-1,3-cyclohexanedione

: 87707-43-5
(5R*,9S*)-9-chloro-5,9-dimethyl-2-(p-toluenesulfonyl)thiazolo<5,4-f>morphan

Guidance literature:: Multi-step reaction with 11 steps

1: 94 percent / Br₂, AcONa*3H₂O / CHCl₃ / 1 h

2: 70 percent / pyridine / 1.) 18 h, r.t., 2.) 1 h, reflux

3: 1.) NaNO₂, 40 percent H₂SO₄, 2.) CuSO₄*5H₂O, NaCl / 1.) water, 30 min, -10 deg C, 2.) water, 40 min, r.t.

4: 96 percent / H₂, triethylamine / 10 percent Pd-C / ethanol / 760 Torr

5: 81 percent / tetrahydrofuran / 0.58 h / -70 °C

6: LiAlH₄ / tetrahydrofuran; diethyl ether / 3.5 h

7: 50 percent H₂SO₄ / 5 h / 120 °C

8: 50 percent H₂SO₄ / 72 h / 120 °C

9: 75 percent / Br₂ / CHCl₃ / 1 h / Ambient temperature

10: 420 mg / K₂CO₃ / methanol; CHCl₃ / 18 h

11: 89 percent / triethylamine / CH₂Cl₂ / 16 h

With lithium aluminium tetrahydride; sulfuric acid; hydrogen; bromine; sodium acetate; potassium carbonate; copper(II) sulfate; triethylamine; sodium chloride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; chloroform;
DOI:10.1248/cpb.31.1518