(5'α,10α)-1-DeMethyl-9,10-dihydro-12'-hydroxy-2'-Methyl-5'-(phenylMethyl)-2,3(2H,3H)-secoergotaMan-3,3',6',18-tetrone

Base Information

Chemical Name:(5'α,10α)-1-DeMethyl-9,10-dihydro-12'-hydroxy-2'-Methyl-5'-(phenylMethyl)-2,3(2H,3H)-secoergotaMan-3,3',6',18-tetrone
CAS No.:81149-12-4
Molecular Formula:C₃₂H₃₇N₅O₆
Molecular Weight:587.676
Hs Code.:
Mol file:81149-12-4.mol

Synonyms:(2R,4aR,10bR)-7-Amino-4-methyl-6-oxo-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline-2-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

Suppliers and Price of (5'α,10α)-1-DeMethyl-9,10-dihydro-12'-hydroxy-2'-Methyl-5'-(phenylMethyl)-2,3(2H,3H)-secoergotaMan-3,3',6',18-tetrone

Supply Marketing:

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

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Total 3 raw suppliers

Chemical Property of (5'α,10α)-1-DeMethyl-9,10-dihydro-12'-hydroxy-2'-Methyl-5'-(phenylMethyl)-2,3(2H,3H)-secoergotaMan-3,3',6',18-tetrone

Chemical Property:

Melting Point:>165°C (dec.)
Boiling Point:886.0±65.0 °C(Predicted)
PKA:9?+-.0.60(Predicted)
Density:1.45±0.1 g/cm3(Predicted)
Storage Temp.:-86°C Freezer, Under inert atmosphere
Solubility.:Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:: 95% min ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Uses (5'α,10α)-1-Demethyl-9,10-dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)-2,3(2H,3H)-secoergotaman-3,3',6',18-tetrone is a derivative of dihydroergotamine (D449080), a ergot alkaloid used to treat migraines. (5''α,10α)-1-Demethyl-9,10-dihydro-12''-hydroxy-2''-methyl-5''-(phenylmethyl)-2,3(2H,3H)-secoergotaman-3,3'',6'',18-tetrone is a derivative of dihydroergotamine (D449080), a ergot alkaloid used to treat migraines.

Technology Process of (5'α,10α)-1-DeMethyl-9,10-dihydro-12'-hydroxy-2'-Methyl-5'-(phenylMethyl)-2,3(2H,3H)-secoergotaMan-3,3',6',18-tetrone

There total 5 articles about (5'α,10α)-1-DeMethyl-9,10-dihydro-12'-hydroxy-2'-Methyl-5'-(phenylMethyl)-2,3(2H,3H)-secoergotaMan-3,3',6',18-tetrone 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: 80.0%

: 81149-11-3
[(2R,4aR,10bR)-2-((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-ylcarbamoyl)-4-methyl-6-oxo-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinolin-7-yl]-carbamic acid benzyl ester

: 81149-12-4
(2R,4aR,10bR)-7-Amino-4-methyl-6-oxo-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline-2-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

: 65291-20-5
(2R,4aR,10bR)-7-Amino-1,2,3,4,4a,5,6,10b-octahydro-6-oxobenzochinolin-2-carbonsaeuremethylester

: 81149-12-4
(2R,4aR,10bR)-7-Amino-4-methyl-6-oxo-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline-2-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / tetrahydrofuran; pyridine / 20 °C

2: 65 percent / 2 N NaOH / methanol; H₂O / 2 h / 55 °C

3: 1.) oxalylchloride / 1.) DMF, -5 - 0 deg C, 30 min; 2.) pyridine, 0 deg C, 3 h

4: 80 percent / hydrogen / Pd/C / ethanol; CH₂Cl₂ / 0.5 h / 20 °C

With sodium hydroxide; Chloro-oxo-acetic acid; hydrogen; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; water;

Reference yield:

: 81149-14-6
(2R,4aR,10bR)-7-Benzyloxycarbonylamino-1,2,3,4,4a,5,6,10b-octahydro-6-oxobenzochinolin-2-carbonsaeure

: 81149-12-4
(2R,4aR,10bR)-7-Amino-4-methyl-6-oxo-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline-2-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) oxalylchloride / 1.) DMF, -5 - 0 deg C, 30 min; 2.) pyridine, 0 deg C, 3 h

2: 80 percent / hydrogen / Pd/C / ethanol; CH₂Cl₂ / 0.5 h / 20 °C

With Chloro-oxo-acetic acid; hydrogen; palladium on activated charcoal; In ethanol; dichloromethane;