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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantities

Benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxamide,7-[[1,6-dihydro-4-hydroxy-5-methoxy-7-[[(7bR,8aS)-4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa[c]pyrrolo[3,2-e]indol-2(1H)-yl]carbonyl]benzo[1,2-b:4,3-b'

Cas:69866-21-3

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Shanghai Upbio Tech Co.,Ltd

1.In No Less 10 years exporting experience. you can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specializ

Benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxamide,7-[[1,6-dihydro-4-hydroxy-5-methoxy-7-[[(7bR,8aS)-4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa[c]pyrrolo[3,2-e]indol-2(1H)-yl]carbonyl]benzo[1,2-b:4,3-b'

Cas:69866-21-3

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

Rachelmycin

Cas:69866-21-3

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

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TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

Rachelmycin

Cas:69866-21-3

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

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Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists，engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

Benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxamide,7-[[1,6-dihydro-4-hydroxy-5-methoxy-7-[[(7bR,8aS)-4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa[c]pyrrolo[3,2-e]indol-2(1H)-yl]carbonyl]benzo[1,2-b:4,3-b'

Cas:69866-21-3

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

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Antimex Chemical Limied

Our own factory produces direct sales with absolute price advantage Application:Pharmaceutical industry Transportation:By sea Port:Shanghai/tianjin

Benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxamide,7-[[1,6-dihydro-4-hydroxy-5-methoxy-7-[[(7bR,8aS)-4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa[c]pyrrolo[3,2-e]indol-2(1H)-yl]carbonyl]benzo[1,2-b:4,3-b'

Cas:69866-21-3

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Fandachem Co.,Ltd

Benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxamide,7-[[1,6-dihydro-4-hydroxy-5-methoxy-7-[[(7bR,8aS)-4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa[c]pyrrolo[3,2-e]indol-2(1H)-yl]carbonyl]benzo[1,2-b:4,3-b' cas 69866-21-3Appearance:white crystalline powde

Benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxamide,7-[[1,6-dihydro-4-hydroxy-5-methoxy-7-[[(7bR,8aS)-4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa[c]pyrrolo[3,2-e]indol-2(1H)-yl]carbonyl]benzo[1,2-b:4,3-b'

Cas:69866-21-3

Min.Order:0

Negotiable

Type:Other

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Synthetic route

C37H34ClN7O8
112764-71-3

C37H34ClN7O8

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 4h; Ambient temperature;45%
With triethylamine In water; acetonitrile at 22℃; for 0.5h;43%
With triethylamine In water; acetonitrile at 23℃; for 0.5h; Yield given;
With triethylamine In water; acetonitrile for 1h; Ambient temperature; Yield given;
tert-butyl-(1S)-1-(chloromethyl)-5-hydroxy-8-methyl-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carboxylate
110314-51-7

tert-butyl-(1S)-1-(chloromethyl)-5-hydroxy-8-methyl-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carboxylate

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 3M HCl / ethyl acetate / 1 h / Ambient temperature
2: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature
3: 45 percent / DBU / acetonitrile / 4 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
2: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
3: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 3 steps
1: 3N HCl / ethyl acetate / 0.75 h / 23 °C
2: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
3: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
Multi-step reaction with 3 steps
1: hydrogen chloride gas / ethyl acetate / 0.67 h
2: 54 percent / EDC / N,N-dimethyl-acetamide / 2 h / Ambient temperature
3: triethylamine / acetonitrile; H2O / 1 h / Ambient temperature
View Scheme
(S)-1,6-dihydro-1-(hydroxymethyl)-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester
112836-67-6

(S)-1,6-dihydro-1-(hydroxymethyl)-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 82 percent / PPh3, CCl4 / CH2Cl2 / 7 h / Ambient temperature
2: 88 percent / 25percent HCO2NH4 / 10percentPd-C / tetrahydrofuran / 6 h / 0 °C
3: 3M HCl / ethyl acetate / 1 h / Ambient temperature
4: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature
5: 45 percent / DBU / acetonitrile / 4 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
2: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
3: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
4: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
5: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 5 steps
1: 87 percent / CCl4, Ph3P / CH2Cl2 / 12 h / 23 °C
2: 100 percent / aq. HCO2NH4 / 10percent Pd/C / tetrahydrofuran / 0.75 h / 23 °C
3: 3N HCl / ethyl acetate / 0.75 h / 23 °C
4: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
5: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
Multi-step reaction with 6 steps
1: pyridine / 6 h / Ambient temperature
2: lithium chloride / dimethylformamide / 0.42 h / 80 °C
3: ammonium formate / 10percent Pd/C / tetrahydrofuran; methanol / 0.33 h / Ambient temperature
4: hydrogen chloride gas / ethyl acetate / 0.67 h
5: 54 percent / EDC / N,N-dimethyl-acetamide / 2 h / Ambient temperature
6: triethylamine / acetonitrile; H2O / 1 h / Ambient temperature
View Scheme
(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester
110314-50-6

(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 88 percent / 25percent HCO2NH4 / 10percentPd-C / tetrahydrofuran / 6 h / 0 °C
2: 3M HCl / ethyl acetate / 1 h / Ambient temperature
3: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature
4: 45 percent / DBU / acetonitrile / 4 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
2: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
3: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
4: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 4 steps
1: 100 percent / aq. HCO2NH4 / 10percent Pd/C / tetrahydrofuran / 0.75 h / 23 °C
2: 3N HCl / ethyl acetate / 0.75 h / 23 °C
3: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
4: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
Multi-step reaction with 4 steps
1: ammonium formate / 10percent Pd/C / tetrahydrofuran; methanol / 0.33 h / Ambient temperature
2: hydrogen chloride gas / ethyl acetate / 0.67 h
3: 54 percent / EDC / N,N-dimethyl-acetamide / 2 h / Ambient temperature
4: triethylamine / acetonitrile; H2O / 1 h / Ambient temperature
View Scheme
(S)-1-(chloromethyl)-1,6-dihydro-5-hydroxy-8-methylbenzo[1,2-b:4,3-b']dipyrrole hydrochloride
110314-54-0

(S)-1-(chloromethyl)-1,6-dihydro-5-hydroxy-8-methylbenzo[1,2-b:4,3-b']dipyrrole hydrochloride

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature
2: 45 percent / DBU / acetonitrile / 4 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
2: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 2 steps
1: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
2: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
Multi-step reaction with 2 steps
1: 54 percent / EDC / N,N-dimethyl-acetamide / 2 h / Ambient temperature
2: triethylamine / acetonitrile; H2O / 1 h / Ambient temperature
View Scheme
(3S)-3-acetoxymethyl-5-amino-6-benzyloxy-1-(t-butoxycarbonyl)-2,3-dihydroindole

(3S)-3-acetoxymethyl-5-amino-6-benzyloxy-1-(t-butoxycarbonyl)-2,3-dihydroindole

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 96 percent / methanol / 0 deg C - r.t., overnight
2: 23 percent / Pd(OAc)2 / N,N-dimethyl-acetamide / 70 °C
3: 48 percent / Me2SBH3 / tetrahydrofuran / 19 h / Heating
4: 82 percent / PPh3, CCl4 / CH2Cl2 / 7 h / Ambient temperature
5: 88 percent / 25percent HCO2NH4 / 10percentPd-C / tetrahydrofuran / 6 h / 0 °C
6: 3M HCl / ethyl acetate / 1 h / Ambient temperature
7: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature
8: 45 percent / DBU / acetonitrile / 4 h / Ambient temperature
View Scheme
(S)-8-Acetoxymethyl-4-benzyloxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,6-dicarboxylic acid 6-tert-butyl ester 1-methyl ester
176685-39-5

(S)-8-Acetoxymethyl-4-benzyloxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,6-dicarboxylic acid 6-tert-butyl ester 1-methyl ester

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 48 percent / Me2SBH3 / tetrahydrofuran / 19 h / Heating
2: 82 percent / PPh3, CCl4 / CH2Cl2 / 7 h / Ambient temperature
3: 88 percent / 25percent HCO2NH4 / 10percentPd-C / tetrahydrofuran / 6 h / 0 °C
4: 3M HCl / ethyl acetate / 1 h / Ambient temperature
5: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature
6: 45 percent / DBU / acetonitrile / 4 h / Ambient temperature
View Scheme
(S)-3-Acetoxymethyl-6-benzyloxy-5-((E)-2-methoxycarbonyl-vinylamino)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
176685-38-4

(S)-3-Acetoxymethyl-6-benzyloxy-5-((E)-2-methoxycarbonyl-vinylamino)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 23 percent / Pd(OAc)2 / N,N-dimethyl-acetamide / 70 °C
2: 48 percent / Me2SBH3 / tetrahydrofuran / 19 h / Heating
3: 82 percent / PPh3, CCl4 / CH2Cl2 / 7 h / Ambient temperature
4: 88 percent / 25percent HCO2NH4 / 10percentPd-C / tetrahydrofuran / 6 h / 0 °C
5: 3M HCl / ethyl acetate / 1 h / Ambient temperature
6: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature
7: 45 percent / DBU / acetonitrile / 4 h / Ambient temperature
View Scheme
N-(2-hydroxy-4-nitrophenyl)benzamide
38880-89-6

N-(2-hydroxy-4-nitrophenyl)benzamide

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 18 steps
1: 94 percent / K2CO3 / n-Bu4NI / acetone / 16 h / Heating
2: 90 percent / Na2S2O4 / tetrahydrofuran; H2O / 30 h / Heating
3: pyridine / tetrahydrofuran / 18 h / 22 °C
4: 84 percent / lead tetraacetate / benzene / 8 h / 22 °C
5: CH2Cl2 / 10 h / 23 °C
6: 10percent aq. hydrochloric acid / tetrahydrofuran / 20 h / 23 °C
7: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C
8: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h
9: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating
10: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min
11: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
12: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
13: tetrahydrofuran / 20 h / 23 °C
14: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
15: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
16: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
17: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
18: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
N-[4-[(Z)-Benzenesulfonylimino]-2-benzyloxy-cyclohexa-2,5-dien-(Z)-ylidene]-benzamide
112764-62-2

N-[4-[(Z)-Benzenesulfonylimino]-2-benzyloxy-cyclohexa-2,5-dien-(Z)-ylidene]-benzamide

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1: 2.) 10percent aq. HCl / 1.) CH2Cl2, 0 - 23 deg C, 12 h 2.) THF, 23 deg C, 12 h
2: 97 percent / N-bromosuccinimide / H2SO4 / tetrahydrofuran / 1 h / -23 °C
3: 1.) NaH / 1.) DMF, 23 deg C, 15 min 2.) DMF, 23 deg C, 3 h
4: n-Bu3SnH / AIBN / benzene / 5 h / 80 °C
5: 1.) BH3*SMe2 2.) 2N aq. NaOH, 30percent H2O2 / 1.) THF, 0 - 23 deg C, 1 - 3 h 2.) 45 deg C, 30 min
6: 83 percent / 5percent HCl / methanol / 2 h / 50 °C
7: sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 3 h / 100 °C
8: tetrahydrofuran / 3 h / 23 °C
9: 87 percent / CCl4, Ph3P / CH2Cl2 / 12 h / 23 °C
10: 100 percent / aq. HCO2NH4 / 10percent Pd/C / tetrahydrofuran / 0.75 h / 23 °C
11: 3N HCl / ethyl acetate / 0.75 h / 23 °C
12: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
13: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole
112764-63-3

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C
2: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h
3: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating
4: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min
5: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
6: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
7: tetrahydrofuran / 20 h / 23 °C
8: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
9: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
10: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
11: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
12: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 12 steps
1: 97 percent / N-bromosuccinimide / H2SO4 / tetrahydrofuran / 1 h / -23 °C
2: 1.) NaH / 1.) DMF, 23 deg C, 15 min 2.) DMF, 23 deg C, 3 h
3: n-Bu3SnH / AIBN / benzene / 5 h / 80 °C
4: 1.) BH3*SMe2 2.) 2N aq. NaOH, 30percent H2O2 / 1.) THF, 0 - 23 deg C, 1 - 3 h 2.) 45 deg C, 30 min
5: 83 percent / 5percent HCl / methanol / 2 h / 50 °C
6: sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 3 h / 100 °C
7: tetrahydrofuran / 3 h / 23 °C
8: 87 percent / CCl4, Ph3P / CH2Cl2 / 12 h / 23 °C
9: 100 percent / aq. HCO2NH4 / 10percent Pd/C / tetrahydrofuran / 0.75 h / 23 °C
10: 3N HCl / ethyl acetate / 0.75 h / 23 °C
11: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
12: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
6-(6-Carbamoyl-5-hydroxy-4-methoxy-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carbonyl)-5-hydroxy-4-methoxy-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carboxylic acid
98296-23-2

6-(6-Carbamoyl-5-hydroxy-4-methoxy-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carbonyl)-5-hydroxy-4-methoxy-3,6,7,8-tetrahydro-pyrrolo[3,2-e]indole-2-carboxylic acid

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
2: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 2 steps
1: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
2: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
N-(4-Amino-2-benzyloxy-phenyl)-benzamide
112764-73-5

N-(4-Amino-2-benzyloxy-phenyl)-benzamide

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 16 steps
1: pyridine / tetrahydrofuran / 18 h / 22 °C
2: 84 percent / lead tetraacetate / benzene / 8 h / 22 °C
3: CH2Cl2 / 10 h / 23 °C
4: 10percent aq. hydrochloric acid / tetrahydrofuran / 20 h / 23 °C
5: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C
6: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h
7: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating
8: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min
9: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
10: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
11: tetrahydrofuran / 20 h / 23 °C
12: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
13: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
14: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
15: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
16: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
N-(2-Benzyloxy-4-nitro-phenyl)-benzamide
112764-72-4

N-(2-Benzyloxy-4-nitro-phenyl)-benzamide

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 17 steps
1: 90 percent / Na2S2O4 / tetrahydrofuran; H2O / 30 h / Heating
2: pyridine / tetrahydrofuran / 18 h / 22 °C
3: 84 percent / lead tetraacetate / benzene / 8 h / 22 °C
4: CH2Cl2 / 10 h / 23 °C
5: 10percent aq. hydrochloric acid / tetrahydrofuran / 20 h / 23 °C
6: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C
7: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h
8: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating
9: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min
10: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
11: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
12: tetrahydrofuran / 20 h / 23 °C
13: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
14: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
15: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
16: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
17: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
N-<4-(benzoylimino)-3-(benzyloxy)-2,5-cyclohexadien-1-ylidene>benzenesulfonamide

N-<4-(benzoylimino)-3-(benzyloxy)-2,5-cyclohexadien-1-ylidene>benzenesulfonamide

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1: CH2Cl2 / 10 h / 23 °C
2: 10percent aq. hydrochloric acid / tetrahydrofuran / 20 h / 23 °C
3: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C
4: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h
5: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating
6: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min
7: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
8: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
9: tetrahydrofuran / 20 h / 23 °C
10: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
11: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
12: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
13: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
14: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
N-(4-Benzenesulfonylamino-2-benzyloxy-phenyl)-benzamide
112764-74-6

N-(4-Benzenesulfonylamino-2-benzyloxy-phenyl)-benzamide

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 15 steps
1: 84 percent / lead tetraacetate / benzene / 8 h / 22 °C
2: CH2Cl2 / 10 h / 23 °C
3: 10percent aq. hydrochloric acid / tetrahydrofuran / 20 h / 23 °C
4: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C
5: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h
6: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating
7: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min
8: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
9: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
10: tetrahydrofuran / 20 h / 23 °C
11: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
12: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
13: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
14: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
15: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
N-(1-Benzoyl-7-benzyloxy-3-methyl-2-piperidin-1-yl-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide

N-(1-Benzoyl-7-benzyloxy-3-methyl-2-piperidin-1-yl-2,3-dihydro-1H-indol-5-yl)-benzenesulfonamide

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1: 10percent aq. hydrochloric acid / tetrahydrofuran / 20 h / 23 °C
2: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C
3: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h
4: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating
5: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min
6: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
7: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
8: tetrahydrofuran / 20 h / 23 °C
9: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
10: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
11: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
12: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
13: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
PDE I dimer methyl ester
107890-45-9

PDE I dimer methyl ester

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 84 percent / sodium dithionite, lithium hydroxide / tetrahydrofuran; methanol; H2O / 10 h / 45 °C
2: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
3: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 3 steps
1: 84 percent / LiOH, Na2S2O4, water / tetrahydrofuran; methanol / 10 h / 45 °C
2: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
3: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
5-(benzyloxy)-1,2,3,6-tetrahydro-8-methylbenzo<1,2-b:4,3-b'>dipyrrole-1-methanol
112243-83-1

5-(benzyloxy)-1,2,3,6-tetrahydro-8-methylbenzo<1,2-b:4,3-b'>dipyrrole-1-methanol

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: tetrahydrofuran / 20 h / 23 °C
2: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
3: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
4: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
5: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
6: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 6 steps
1: tetrahydrofuran / 3 h / 23 °C
2: 87 percent / CCl4, Ph3P / CH2Cl2 / 12 h / 23 °C
3: 100 percent / aq. HCO2NH4 / 10percent Pd/C / tetrahydrofuran / 0.75 h / 23 °C
4: 3N HCl / ethyl acetate / 0.75 h / 23 °C
5: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
6: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo<3,2-e>indole
112764-67-7

(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo<3,2-e>indole

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
2: tetrahydrofuran / 20 h / 23 °C
3: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
4: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
5: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
6: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
7: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 7 steps
1: sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 3 h / 100 °C
2: tetrahydrofuran / 3 h / 23 °C
3: 87 percent / CCl4, Ph3P / CH2Cl2 / 12 h / 23 °C
4: 100 percent / aq. HCO2NH4 / 10percent Pd/C / tetrahydrofuran / 0.75 h / 23 °C
5: 3N HCl / ethyl acetate / 0.75 h / 23 °C
6: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
7: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole
112764-64-4

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h
2: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating
3: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min
4: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
5: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
6: tetrahydrofuran / 20 h / 23 °C
7: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
8: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
9: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
10: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
11: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 11 steps
1: 1.) NaH / 1.) DMF, 23 deg C, 15 min 2.) DMF, 23 deg C, 3 h
2: n-Bu3SnH / AIBN / benzene / 5 h / 80 °C
3: 1.) BH3*SMe2 2.) 2N aq. NaOH, 30percent H2O2 / 1.) THF, 0 - 23 deg C, 1 - 3 h 2.) 45 deg C, 30 min
4: 83 percent / 5percent HCl / methanol / 2 h / 50 °C
5: sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 3 h / 100 °C
6: tetrahydrofuran / 3 h / 23 °C
7: 87 percent / CCl4, Ph3P / CH2Cl2 / 12 h / 23 °C
8: 100 percent / aq. HCO2NH4 / 10percent Pd/C / tetrahydrofuran / 0.75 h / 23 °C
9: 3N HCl / ethyl acetate / 0.75 h / 23 °C
10: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
11: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
6-benzoyl-5-(benzyloxy)-1,2-dihydro-8-methyl-1-methylidene-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole
112793-55-2

6-benzoyl-5-(benzyloxy)-1,2-dihydro-8-methyl-1-methylidene-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min
2: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
3: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
4: tetrahydrofuran / 20 h / 23 °C
5: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
6: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
7: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
8: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
9: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 9 steps
1: 1.) BH3*SMe2 2.) 2N aq. NaOH, 30percent H2O2 / 1.) THF, 0 - 23 deg C, 1 - 3 h 2.) 45 deg C, 30 min
2: 83 percent / 5percent HCl / methanol / 2 h / 50 °C
3: sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 3 h / 100 °C
4: tetrahydrofuran / 3 h / 23 °C
5: 87 percent / CCl4, Ph3P / CH2Cl2 / 12 h / 23 °C
6: 100 percent / aq. HCO2NH4 / 10percent Pd/C / tetrahydrofuran / 0.75 h / 23 °C
7: 3N HCl / ethyl acetate / 0.75 h / 23 °C
8: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
9: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole
112764-66-6

6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo<3,2-e>indole

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
2: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
3: tetrahydrofuran / 20 h / 23 °C
4: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
5: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
6: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
7: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
8: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 8 steps
1: 83 percent / 5percent HCl / methanol / 2 h / 50 °C
2: sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 3 h / 100 °C
3: tetrahydrofuran / 3 h / 23 °C
4: 87 percent / CCl4, Ph3P / CH2Cl2 / 12 h / 23 °C
5: 100 percent / aq. HCO2NH4 / 10percent Pd/C / tetrahydrofuran / 0.75 h / 23 °C
6: 3N HCl / ethyl acetate / 0.75 h / 23 °C
7: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
8: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole
112764-65-5

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating
2: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min
3: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
4: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
5: tetrahydrofuran / 20 h / 23 °C
6: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
7: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
8: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
9: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
10: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
Multi-step reaction with 10 steps
1: n-Bu3SnH / AIBN / benzene / 5 h / 80 °C
2: 1.) BH3*SMe2 2.) 2N aq. NaOH, 30percent H2O2 / 1.) THF, 0 - 23 deg C, 1 - 3 h 2.) 45 deg C, 30 min
3: 83 percent / 5percent HCl / methanol / 2 h / 50 °C
4: sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 3 h / 100 °C
5: tetrahydrofuran / 3 h / 23 °C
6: 87 percent / CCl4, Ph3P / CH2Cl2 / 12 h / 23 °C
7: 100 percent / aq. HCO2NH4 / 10percent Pd/C / tetrahydrofuran / 0.75 h / 23 °C
8: 3N HCl / ethyl acetate / 0.75 h / 23 °C
9: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, NaHCO3 / dimethylformamide / 24 h / 23 °C
10: Et3N / H2O; acetonitrile / 0.5 h / 23 °C
View Scheme
2-Amino-5-nitrophenol
121-88-0

2-Amino-5-nitrophenol

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 19 steps
1: 92 percent / K2CO3 / 4-(dimethylamino)pyridine / tetrahydrofuran / 4 h / 23 °C
2: 94 percent / K2CO3 / n-Bu4NI / acetone / 16 h / Heating
3: 90 percent / Na2S2O4 / tetrahydrofuran; H2O / 30 h / Heating
4: pyridine / tetrahydrofuran / 18 h / 22 °C
5: 84 percent / lead tetraacetate / benzene / 8 h / 22 °C
6: CH2Cl2 / 10 h / 23 °C
7: 10percent aq. hydrochloric acid / tetrahydrofuran / 20 h / 23 °C
8: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C
9: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h
10: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating
11: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min
12: 83 percent / acetyl chloride / methanol / 2 h / 50 °C
13: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C
14: tetrahydrofuran / 20 h / 23 °C
15: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C
16: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C
17: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C
18: 78 percent / sodium bicarbonate, EDCI / dimethylformamide / 22 h / 21 °C
19: 43 percent / Et3N / H2O; acetonitrile / 0.5 h / 22 °C
View Scheme
((S)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol
108833-14-3

((S)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: triethylamine / tetrahydrofuran / 90 h
2: pyridine / 6 h / Ambient temperature
3: lithium chloride / dimethylformamide / 0.42 h / 80 °C
4: ammonium formate / 10percent Pd/C / tetrahydrofuran; methanol / 0.33 h / Ambient temperature
5: hydrogen chloride gas / ethyl acetate / 0.67 h
6: 54 percent / EDC / N,N-dimethyl-acetamide / 2 h / Ambient temperature
7: triethylamine / acetonitrile; H2O / 1 h / Ambient temperature
View Scheme
((S)-5-Benzyloxy-3-methanesulfonyl-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol
101222-79-1

((S)-5-Benzyloxy-3-methanesulfonyl-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 3.4 M REDAL / tetrahydrofuran; toluene / 0.5 h / 85 °C
2: triethylamine / tetrahydrofuran / 90 h
3: pyridine / 6 h / Ambient temperature
4: lithium chloride / dimethylformamide / 0.42 h / 80 °C
5: ammonium formate / 10percent Pd/C / tetrahydrofuran; methanol / 0.33 h / Ambient temperature
6: hydrogen chloride gas / ethyl acetate / 0.67 h
7: 54 percent / EDC / N,N-dimethyl-acetamide / 2 h / Ambient temperature
8: triethylamine / acetonitrile; H2O / 1 h / Ambient temperature
View Scheme
(S)-5-Benzyloxy-1-methanesulfonyloxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carboxylic acid tert-butyl ester
110314-49-3

(S)-5-Benzyloxy-1-methanesulfonyloxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carboxylic acid tert-butyl ester

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: lithium chloride / dimethylformamide / 0.42 h / 80 °C
2: ammonium formate / 10percent Pd/C / tetrahydrofuran; methanol / 0.33 h / Ambient temperature
3: hydrogen chloride gas / ethyl acetate / 0.67 h
4: 54 percent / EDC / N,N-dimethyl-acetamide / 2 h / Ambient temperature
5: triethylamine / acetonitrile; H2O / 1 h / Ambient temperature
View Scheme
C18H15ClN2O5S

C18H15ClN2O5S

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 15 steps
1.1: dichloromethane; dimethyl sulfoxide / 29 h / 0 °C
2.1: diisobutylaluminium hydride / toluene / 2.5 h / -78 °C
2.2: 2.5 h / -78 °C
3.1: dmap / acetonitrile / 1 h / 20 °C
4.1: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogenphosphate / tetrahydrofuran; water; tert-butyl alcohol / 12 h / 20 °C
5.1: dmap; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 8 h / 20 °C
6.1: sodium cyanoborohydride; acetic acid / 1,2-dichloro-benzene / 8.5 h / 185 °C
7.1: sodium hydrogencarbonate / tetrahydrofuran / 0.33 h / 20 °C
8.1: boron trichloride / dichloromethane / 0.67 h / 0 °C
9.1: palladium 10% on activated carbon; hydrogen / ethanol / 17 h / 20 °C / 760.05 Torr
10.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 10 h / 20 °C
11.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
12.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide; tetrahydrofuran / 4 h / 20 °C
12.2: 1 h / 20 °C
13.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3.25 h / 20 °C
13.2: 4.17 h / 0 - 20 °C
14.1: hydrogen; 10 wt% Pd(OH)2 on carbon / tetrahydrofuran / 0.33 h / 20 °C
15.1: triethylamine / tetrahydrofuran / 1 h / 20 °C
View Scheme
C13H11N3O2

C13H11N3O2

CC-1065
69866-21-3

CC-1065

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1.1: diisobutylaluminium hydride / toluene / 2.5 h / -78 °C
1.2: 2.5 h / -78 °C
2.1: dmap / acetonitrile / 1 h / 20 °C
3.1: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogenphosphate / tetrahydrofuran; water; tert-butyl alcohol / 12 h / 20 °C
4.1: dmap; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 8 h / 20 °C
5.1: sodium cyanoborohydride; acetic acid / 1,2-dichloro-benzene / 8.5 h / 185 °C
6.1: sodium hydrogencarbonate / tetrahydrofuran / 0.33 h / 20 °C
7.1: boron trichloride / dichloromethane / 0.67 h / 0 °C
8.1: palladium 10% on activated carbon; hydrogen / ethanol / 17 h / 20 °C / 760.05 Torr
9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 10 h / 20 °C
10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
11.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide; tetrahydrofuran / 4 h / 20 °C
11.2: 1 h / 20 °C
12.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3.25 h / 20 °C
12.2: 4.17 h / 0 - 20 °C
13.1: hydrogen; 10 wt% Pd(OH)2 on carbon / tetrahydrofuran / 0.33 h / 20 °C
14.1: triethylamine / tetrahydrofuran / 1 h / 20 °C
View Scheme
CC-1065
69866-21-3

CC-1065

C37H35N7O9

C37H35N7O9

Conditions
ConditionsYield
With water In aq. phosphate buffer; dimethyl sulfoxide at 25℃; pH=7.0; Reagent/catalyst; Enzymatic reaction;

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