Production Method 1

119139-23-0

85753-43-1

Reaction Conditions

1.1 Catalysts: Palladium chloride Solvents: Dimethylformamide ;  1 h, 90 °C
2.1 Reagents: Tin ,  Hydrochloric acid Solvents: Acetic acid ;  4 h, 100 °C

Reference

Friedel-Crafts alkylation on indolocarbazoles catalyzed by two dimethylallyltryptophan synthases from Aspergillus

Yu, Xia; et al, Tetrahedron Letters, 2012, 53(50), 6861-6864

Production Method 2

2306447-82-3

85753-43-1

Reaction Conditions

1.1 Reagents: Aluminum chloride Solvents: Anisole ;  1 h, 0 °C → 110 °C

Reference

A General Carbazole Synthesis via Stitching of Indole-Ynones with Nitromethanes: Application to Total Synthesis of Carbazomycin A, Calothrixin B, and Staurosporinone

Singh, Shweta; et al, Organic Letters, 2019, 21(9), 3372-3376

Production Method 3

1269632-21-4

85753-43-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Methanol ,  Tetrahydrofuran ;  overnight, reflux

Reference

Bronsted Acid Catalyzed One-Pot Benzannulation of 2-Alkenylindoles under Aerial Oxidation: A Route to Carbazoles and Indolo[2,3-a]carbazole Alkaloids

Saha, Shuvendu; et al, Organic Letters, 2018, 20(21), 6920-6924

Production Method 4

544409-16-7

85753-43-1

Reaction Conditions

1.1 Solvents: Methanol ,  Dimethyl sulfoxide

Reference

A short synthesis of staurosporinone (K-252c)

Gaudencio, Susana P.; et al, Tetrahedron Letters, 2003, 44(12), 2577-2578

Production Method 5

934506-87-3

85753-43-1

Reaction Conditions

1.1 Reagents: Anisole ,  Aluminum chloride ;  1 h, 110 °C

Reference

Synthesis of N-Protected Staurosporinones

Wada, Yasuhiro; et al, Journal of Organic Chemistry, 2007, 72(6), 2008-2014

Production Method 6

132148-42-6

85753-43-1

Reaction Conditions

1.1 Reagents: Triethyl phosphite

Reference

Synthesis of the staurosporine aglycon

Moody, Christopher J.; et al, Journal of Organic Chemistry, 1992, 57(7), 2105-14

Production Method 7

934506-85-1

85753-43-1

Reaction Conditions

Reference

Direct construction of carbazoles from 2-methyl-indole-3-carbaldehydes and enals

Liu, Dehai; et al, Green Chemistry, 2019, 21(5), 968-972

Production Method 8

115684-58-7

85753-43-1

Reaction Conditions

1.1 Reagents: Ammonium acetate ;  3 h, 140 °C
2.1 -

Reference

Molecular iodine assisted electrocyclisation: Synthesis of arcyriaflavin A and formal synthesis of staurosporinone

Torney, Prachi; et al, Synlett, 2014, 25(15), 2121-2126

Production Method 9

115684-58-7

85753-43-1

Reaction Conditions

1.1 Reagents: Mercury alloy, nonbase, Hg,Zn
2.1 Reagents: Hydrochloric acid ,  Mercury alloy, nonbase, Hg,Zn Solvents: Ethanol ,  Toluene

Reference

A facile synthesis of staurosporine aglycon

Xie, Guojian; et al, Tetrahedron Letters, 1994, 35(31), 5555-8

Production Method 10

138956-11-3

85753-43-1

Reaction Conditions

1.1 Solvents: Bromobenzene
2.1 Reagents: Triethyl phosphite

Reference

Synthesis of the staurosporine aglycon

Moody, Christopher J.; et al, Journal of Organic Chemistry, 1992, 57(7), 2105-14

Production Method 11

934506-88-4

85753-43-1

Reaction Conditions

1.1 Reagents: Anisole ,  Aluminum chloride ;  1 h, 110 °C

Reference

Synthesis of N-Protected Staurosporinones

Wada, Yasuhiro; et al, Journal of Organic Chemistry, 2007, 72(6), 2008-2014

Production Method 12

118458-54-1

85753-43-1

Reaction Conditions

1.1 Reagents: Tin ,  Hydrochloric acid Solvents: Acetic acid ,  Water ;  100 °C

Reference

Novel cycloalkene indole carbazole alkaloids via the ring-closing metathesis reaction

Wilson, Lawrence J.; et al, Tetrahedron Letters, 2007, 48(41), 7399-7403

Production Method 13

118458-54-1

85753-43-1

Reaction Conditions

1.1 Reagents: Tin ,  Hydrochloric acid Solvents: Acetic acid ,  Water ;  2 h, 100 °C; 2 h, 100 °C

Reference

Synthetic staurosporines via a ring closing metathesis strategy as potent JAK3 inhibitors and modulators of allergic responses

Wilson, Lawrence J.; et al, Bioorganic & Medicinal Chemistry Letters, 2009, 19(12), 3333-3338

Production Method 14

119139-23-0

85753-43-1

Reaction Conditions

1.1 Reagents: Tin ,  Hydrochloric acid Solvents: Acetic acid ,  Water ;  5 h, 110 °C

Reference

Simplified staurosporine analogs as potent JAK3 inhibitors

Yang, Shyh-Ming; et al, Bioorganic & Medicinal Chemistry Letters, 2007, 17(2), 326-331

Production Method 15

119139-23-0

85753-43-1

Reaction Conditions

1.1 Reagents: Palladium diacetate
1.2 Reagents: Lithium aluminum hydride
1.3 Catalysts: Palladium

Reference

A New, Efficient Method for the Synthesis of Bisindolylmaleimides

Faul, Margaret M.; et al, Journal of Organic Chemistry, 1998, 63(17), 6053-6058

Production Method 16

1269632-21-4

85753-43-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Methanol ,  Tetrahydrofuran ;  10 h, reflux
1.2 Solvents: Water ;  0 °C

Reference

Synthetic Studies on Indolocarbazoles: A Facile Synthesis of Staurosporinone Analogues

Raju, Potharaju; et al, European Journal of Organic Chemistry, 2015, 2015(32), 7131-7145

Production Method 17

1269632-21-4

85753-43-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Methanol ,  Tetrahydrofuran ;  10 h, reflux

Reference

Synthetic studies on indolocarbazoles: total synthesis of Staurosporine Aglycon

Rajeshwaran, Ganesan Gobi; et al, Organic Letters, 2011, 13(6), 1418-1421

Production Method 18

1269632-20-3

85753-43-1

Reaction Conditions

1.1 Solvents: Decalin ,  Triethyl phosphite ;  overnight, reflux
1.2 Reagents: Potassium carbonate Solvents: Methanol ,  Tetrahydrofuran ;  overnight, reflux

Reference

Bronsted Acid Catalyzed One-Pot Benzannulation of 2-Alkenylindoles under Aerial Oxidation: A Route to Carbazoles and Indolo[2,3-a]carbazole Alkaloids

Saha, Shuvendu; et al, Organic Letters, 2018, 20(21), 6920-6924

Production Method 19

1269632-20-3

85753-43-1

Reaction Conditions

1.1 Reagents: Triethyl phosphite Solvents: 1,2-Dichlorobenzene ;  12 h, reflux
2.1 Reagents: Potassium carbonate Solvents: Methanol ,  Tetrahydrofuran ;  10 h, reflux
2.2 Solvents: Water ;  0 °C

Reference

Synthetic Studies on Indolocarbazoles: A Facile Synthesis of Staurosporinone Analogues

Raju, Potharaju; et al, European Journal of Organic Chemistry, 2015, 2015(32), 7131-7145

Production Method 20

85753-43-1

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol

Reference

Oxidative cyclizations with palladium acetate. A short synthesis of staurosporine aglycon

Harris, William; et al, Tetrahedron Letters, 1993, 34(51), 8361-4

Production Method 21

934506-89-5

85753-43-1

Reaction Conditions

1.1 Reagents: Tetrabutylammonium iodide ,  Boron trichloride Solvents: Dichloromethane ,  1,2-Dichlorobenzene ;  30 min, 210 °C

Reference

The total synthesis of K-252c (staurosporinone) via a sequential C-H functionalization strategy

Fox, J. C.; et al, Chemical Science, 2016, 7(4), 2706-2710

Production Method 22

132148-42-6

85753-43-1

Reaction Conditions

1.1 Solvents: Triethyl phosphite

Reference

Synthesis of the staurosporine aglycon

Moody, Christopher J.; et al, Journal of the Chemical Society, 1990, (23), 1667-8

Production Method 23

51925-58-7

40899-99-8

85753-43-1

Reaction Conditions

1.1 Catalysts: Dirhodium tetraacetate

Reference

Intermolecular metal-catalyzed carbenoid cyclopropanations

Davies, Huw M. L.; et al, Organic Reactions (Hoboken, 2001, 57,

Production Method 24

62996-74-1

85753-43-1

Reaction Conditions

1.1 Solvents: Dimethyl sulfoxide

Reference

Production of the staurosporine aglycon K-252c with a blocked mutant of the staurosporine producer strain Streptomyces longisporoflavus and by biotransformation of staurosporine with Streptomyces mediocidicus ATCC 13279

Goeke, K.; et al, Journal of Antibiotics, 1995, 48(5), 428-30

Production Method 25

40899-99-8

85753-43-1

Reaction Conditions

Reference

Synthesis of 2,2'-biindole: formal synthesis of arcyriaflavin-A and staurosporinone (K-252c)

Parvatkar, P. T.; et al, Asian Journal of Chemistry, 2012, 24(5), 2213-2215

Production Method 26

138956-11-3

85753-43-1

Reaction Conditions

1.1 Solvents: Bromobenzene
2.1 Solvents: Triethyl phosphite

Reference

Synthesis of the staurosporine aglycon

Moody, Christopher J.; et al, Journal of the Chemical Society, 1990, (23), 1667-8

K-252c Raw materials

• 2H-PYRROL-2-ONE, 4-[2,2'-BI-1H-INDOL]-3-YL-1,5-DIHYDRO-
• Pyrrolo[3,4-c]carbazol-3(2H)-one, 1,6-dihydro-4-(2-nitrophenyl)-6-(phenylsulfonyl)-
• 6-[(2,6-Dimethylphenyl)methyl]-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one
• 5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one, 6-[(2,6-dimethylphenyl)methyl]-6,7,12,13-tetrahydro-12-(phenylmethyl)-
• Indolo[2,3-a]carbazole-5-methanamine, N-[(2,6-dimethylphenyl)methyl]-11,12-dihydro-12-(phenylmethyl)-
• 2,4-Pyrrolidinedione, 3-diazo-
• Arcyriaflavin A
• 5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one, 6,7,12,13-tetrahydro-12-(phenylmethyl)-
• Pyrrolo[3,4-c]carbazol-1(2H)-one, 3,6-dihydro-4-(2-nitrophenyl)-
• Staurosporine
• Bisindolylmaleimide IV
• 6,7,12,13-tetrahydro-5,7-dioxo-5H-indolo[2,3-a]furo[3,4-c]carbazole
• 5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one, 6,7,12,13-tetrahydro-12-(phenylmethyl)-6-[(2,4,6-trimethoxyphenyl)methyl]-
• Pyrano[4,3-b]indole-1-carboxamide,3,5-dihydro-N-[3-(2-nitrophenyl)-2-propenyl]-3-oxo-
• 5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one, 6,7,12,13-tetrahydro-12-(phenylsulfonyl)-
• 2,2'-Biindolyl

K-252c Preparation Products

• K-252c (85753-43-1)

• 1. Acetylcholinesterase amperometric detection system based on a cobalt(II) tetraphenylporphyrin-modified electrode
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• 2. An approach to biodegradable star polymeric architectures using disulfide coupling?
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  Kanjun Sun,Fengting Hua,Shuzhen Cui,Yanrong Zhu,Hui Peng,Guofu Ma RSC Adv., 2021,11, 37631-37642
• 4. An integrated microfluidic 3D tumor system for parallel and high-throughput chemotherapy evaluation?
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• 5. An algal process treatment combined with the Fenton reaction for high concentrations of amoxicillin and cefradine
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Indoles and derivatives Indolocarbazoles

• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)