(2R,5R)-5-(hydroxymethyl)-1-methyl-8-(3-methylbut-2-en-1-yl)-2-(propan-2-yl)-1,2,4,5,6,8-hexahydro-3H-[1,4]diazonino[7,6,5-cd]indol-3-one

Base Information

Chemical Name:(2R,5R)-5-(hydroxymethyl)-1-methyl-8-(3-methylbut-2-en-1-yl)-2-(propan-2-yl)-1,2,4,5,6,8-hexahydro-3H-[1,4]diazonino[7,6,5-cd]indol-3-one
CAS No.:96304-69-7
Molecular Formula:C₂₂H₃₁N₃O₂
Molecular Weight:369.507
Hs Code.:

Synonyms:

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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 (2R,5R)-5-(hydroxymethyl)-1-methyl-8-(3-methylbut-2-en-1-yl)-2-(propan-2-yl)-1,2,4,5,6,8-hexahydro-3H-[1,4]diazonino[7,6,5-cd]indol-3-one

Chemical Property:

Vapor Pressure:1.14E-15mmHg at 25°C

Purity/Quality:

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Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,5R)-5-(hydroxymethyl)-1-methyl-8-(3-methylbut-2-en-1-yl)-2-(propan-2-yl)-1,2,4,5,6,8-hexahydro-3H-[1,4]diazonino[7,6,5-cd]indol-3-one

There total 15 articles about (2R,5R)-5-(hydroxymethyl)-1-methyl-8-(3-methylbut-2-en-1-yl)-2-(propan-2-yl)-1,2,4,5,6,8-hexahydro-3H-[1,4]diazonino[7,6,5-cd]indol-3-one 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:

: 91768-84-2
N-acetyl-4-nitrotryptophan

: 96304-69-7
1-prenylindolactam-V

Guidance literature:: Multi-step reaction with 12 steps

1: thionyl chloride / 1 h., room temp. then 3 h., 60 deg C

2: 88.7 percent / HCl / ethanol / 48 h / Heating

3: 90 percent / NaHCO₃ / dioxane; H₂O / 40 h / 40 - 45 °C

4: 98 percent / LiBH₄ / tetrahydrofuran / 3 h / Ambient temperature

5: 89 percent / H₂ / 10percent Pd-C / ethyl acetate; H₂O / 2 h / 760 Torr / Ambient temperature

6: 35 percent / CHCl₃ / reflux, 18 h. then NaBH₃CN, room temp., 8 h.

7: 2N KOH / methanol; H₂O / 24 h / Ambient temperature

8: dicyclohexylcarbodiimide / acetonitrile / 1 h / Ambient temperature

9: 67 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 0 °C

10: 62 percent / NaHCO₃ / methanol / 60 h / Heating

11: 87 percent / pyridine / 18 h / Ambient temperature

12: 1.) NaH; 2.) 2N KOH / 1.) THF, 18 h., room temp.; 2.) 3 h.

With hydrogenchloride; potassium hydroxide; lithium borohydride; thionyl chloride; hydrogen; sodium hydride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; ethanol; dichloromethane; chloroform; water; ethyl acetate; acetonitrile;
DOI:10.1016/S0040-4020(01)96073-9

Reference yield:

: 7150-46-1
4-nitrogramine

: 96304-69-7
1-prenylindolactam-V

Guidance literature:: Multi-step reaction with 15 steps

1: 76 percent / sodium, dimethyl sulfate / ethanol / 4 h / Ambient temperature

2: sodium hydroxide / H₂O / 1.17 h / Heating

3: H₂O / 2 h / 100 °C

4: thionyl chloride / 1 h., room temp. then 3 h., 60 deg C

5: 88.7 percent / HCl / ethanol / 48 h / Heating

6: 90 percent / NaHCO₃ / dioxane; H₂O / 40 h / 40 - 45 °C

7: 98 percent / LiBH₄ / tetrahydrofuran / 3 h / Ambient temperature

8: 89 percent / H₂ / 10percent Pd-C / ethyl acetate; H₂O / 2 h / 760 Torr / Ambient temperature

9: 35 percent / CHCl₃ / reflux, 18 h. then NaBH₃CN, room temp., 8 h.

10: 2N KOH / methanol; H₂O / 24 h / Ambient temperature

11: dicyclohexylcarbodiimide / acetonitrile / 1 h / Ambient temperature

12: 67 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 0 °C

13: 62 percent / NaHCO₃ / methanol / 60 h / Heating

14: 87 percent / pyridine / 18 h / Ambient temperature

15: 1.) NaH; 2.) 2N KOH / 1.) THF, 18 h., room temp.; 2.) 3 h.

With hydrogenchloride; potassium hydroxide; sodium hydroxide; lithium borohydride; thionyl chloride; hydrogen; sodium; sodium hydride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; dimethyl sulfate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; ethanol; dichloromethane; chloroform; water; ethyl acetate; acetonitrile;
DOI:10.1016/S0040-4020(01)96073-9

Reference yield:

: 3633-96-3
acetylamino-(4-nitro-indol-3-ylmethyl)-malonic acid

: 96304-69-7
1-prenylindolactam-V

Guidance literature:: Multi-step reaction with 13 steps

1: H₂O / 2 h / 100 °C

2: thionyl chloride / 1 h., room temp. then 3 h., 60 deg C

3: 88.7 percent / HCl / ethanol / 48 h / Heating

4: 90 percent / NaHCO₃ / dioxane; H₂O / 40 h / 40 - 45 °C

5: 98 percent / LiBH₄ / tetrahydrofuran / 3 h / Ambient temperature

6: 89 percent / H₂ / 10percent Pd-C / ethyl acetate; H₂O / 2 h / 760 Torr / Ambient temperature

7: 35 percent / CHCl₃ / reflux, 18 h. then NaBH₃CN, room temp., 8 h.

8: 2N KOH / methanol; H₂O / 24 h / Ambient temperature

9: dicyclohexylcarbodiimide / acetonitrile / 1 h / Ambient temperature

10: 67 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 0 °C

11: 62 percent / NaHCO₃ / methanol / 60 h / Heating

12: 87 percent / pyridine / 18 h / Ambient temperature

13: 1.) NaH; 2.) 2N KOH / 1.) THF, 18 h., room temp.; 2.) 3 h.

With hydrogenchloride; potassium hydroxide; lithium borohydride; thionyl chloride; hydrogen; sodium hydride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; ethanol; dichloromethane; chloroform; water; ethyl acetate; acetonitrile;
DOI:10.1016/S0040-4020(01)96073-9