D-Homoeburnamenine-14,15-dione, (3alpha,16alpha)-

Base Information

Chemical Name:D-Homoeburnamenine-14,15-dione, (3alpha,16alpha)-
CAS No.:35226-43-8
Molecular Formula:C₂₀H₂₂N₂O₂
Molecular Weight:322.407
Hs Code.:
DSSTox Substance ID:DTXSID401273165
Nikkaji Number:J289.940J

Synonyms:DTXSID401273165;D-Homoeburnamenine-14,15-dione, (3alpha,16alpha)-

Suppliers and Price of D-Homoeburnamenine-14,15-dione, (3alpha,16alpha)-

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 5 raw suppliers

Chemical Property of D-Homoeburnamenine-14,15-dione, (3alpha,16alpha)-

Chemical Property:

XLogP3:2.9
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:322.168127949
Heavy Atom Count:24
Complexity:576

Purity/Quality:: 98%Min ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=O)C(=O)C2
Isomeric SMILES:CC[C@@]12CCCN3[C@@H]1C4=C(CC3)C5=CC=CC=C5N4C(=O)C(=O)C2

Technology Process of D-Homoeburnamenine-14,15-dione, (3alpha,16alpha)-

There total 39 articles about D-Homoeburnamenine-14,15-dione, (3alpha,16alpha)- 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: 60.7%

: 82398-60-5
(3S,17S)-14-oxo-15-hydroxyimino-E-homoeburnane

: 35226-43-8
(3α,16α)-D-homoeburnamonine-14,15-dione

Guidance literature:: With formaldehyd; toluene-4-sulfonic acid; In acetic acid; for 5h; Heating;
DOI:10.1002/ardp.19833160709

Reference yield:

: 78673-40-2
15-hydroxy-15H-15a-homo-eburnamenin-14-one

: 35226-43-8
(3α,16α)-D-homoeburnamonine-14,15-dione

Guidance literature:: With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.cclet.2021.09.032

Reference yield:

: 61-54-1
tryptamine

: 35226-43-8
(3α,16α)-D-homoeburnamonine-14,15-dione

Guidance literature:: Multi-step reaction with 12 steps

1: 83 percent / tetrahydrofuran / 12 h / 20 °C

2: 83 percent / 1,4-bis(methylamino)pyridine, DCC / CH₂Cl₂ / 18 h / 20 °C

3: 79 percent / NaH / tetrahydrofuran / 4 h / 20 °C

4: 79 percent / LiBr, H₂O / dimethylformamide / 12 h / Heating

5: p-TsOH / toluene / 12 h / Heating

6: 1.) hydroquinone, 2.) 20percent AcOH / 1.) THF, 60 deg C, 2 d,2.) H₂O, THF, 40 deg C, 72 h

7: 76 percent / LiOH, 30percent H₂O₂ / methanol / 5 h / 20 °C

8: 1.) NH₂NH₂*H₂O, 2.) KOH, 3.) conc. HCl / 1.) diethylene glycol, 160 deg C, 1 h, 2.) 220-225 deg C, 4 h, 3.) H₂O, 0 deg C, 4.) Et₂O, 0 deg C

9: 1.) POCl₃, 2.) 1M LiClO₄, 3.) H₂, 4.) 30percent ammonia / 3.) 10percent Pd/C / 1.) CH₃CN, 100 deg C, 4 h, 2.) CH₂Cl₂, 10 min, 3.) DMF, 1 bar, 5 h

10: 70 percent / sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 2 h / 20 °C

11: 65 percent / tert-butyl nitrite, sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1.5 h / 50 °C

12: p-TsOH, paraformaldehyde / acetic acid / 5 h / 100 - 105 °C

With hydrogenchloride; potassium hydroxide; lithium hydroxide; ammonium hydroxide; formaldehyd; tert.-butylnitrite; 1,4-bis(methylamino)pyridine; water; hydrogen; dihydrogen peroxide; lithium perchlorate; sodium hexamethyldisilazane; sodium hydride; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; hydroquinone; dicyclohexyl-carbodiimide; lithium bromide; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo9622690