(-)-Secodaphniphylline

Base Information

Chemical Name:(-)-Secodaphniphylline
CAS No.:28606-61-3
Molecular Formula:C₃₀H₄₇NO₃
Molecular Weight:469.708
Hs Code.:
Mol file:28606-61-3.mol

Synonyms:12,16-Cyclo-1,12-secodaphnan-23-one,23-(1,4-dimethyl-2,8-dioxabicyclo[3.2.1]oct-4-yl)-, [23(1R,4R,5S)]-;Secodaphniphylline (8CI); (-)-Secodaphniphylline; 1-Propanone,1-(1,4-dimethyl-2,8-dioxabicyclo[3.2.1]oct-4-yl)-3-[decahydro-9-methyl-6-(1-methylethyl)-3a,4,9-[1]propanyl[3]ylidene-3aH-cyclopenta[c]quinolin-9a(5aH)-yl]-,[3aR-[3aa,4a,5ab,6b,9a,9ab(1R*,4R*,5S*),9ba,10S*]]-

Suppliers and Price of (-)-Secodaphniphylline

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
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Total 1 raw suppliers

Chemical Property of (-)-Secodaphniphylline

Chemical Property:

Melting Point:130°C
PSA：47.56000
LogP:6.20540

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Description An alkaloid isolated from the leaves and bark of Daphniphyllum macropodum Miq. The alkaloid is isomeric with Codaphniphylline (q.v.). No salts or derivatives have been reported.

Technology Process of (-)-Secodaphniphylline

There total 22 articles about (-)-Secodaphniphylline 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:

: 138517-56-3,138604-20-3
C₃₂H₄₉NO₅

: 28606-61-3
(-)-Secodaphniphylline

Guidance literature:: With sodium cyanide; In dimethyl sulfoxide; at 150 ℃; Yield given;
DOI:10.1021/jo00307a006

Reference yield:

: 65251-84-5,129645-66-5,129645-67-6,138604-18-9,138604-19-0
(1R-exo)-1,4-Dimethyl-2,8-dioxabicyclo<3.2.1>octane-4-methanol

: 28606-61-3
(-)-Secodaphniphylline

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaIO₄, RuCl₃*3H₂O / 1a) CH₃CN, CCl₄, H₂O, 0 deg C, 15 min, 1b) r.t., 5 min, 1c) CH₂Cl₂, r.t., 20 min, 2.) ether, 0 deg C, 1 h

2: 72 percent / 5N KOH / ethanol / 2.5 h / 70 °C

3: 100 percent / oxalyl chloride / CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) LDA / 1.) THF, -78 deg C, 45 min, 2.) -78 deg C, 1 h

5: 1.) NaCN, H₂O, 2.) 10percent H₂SO₄ / 1.) DMSO, 150 deg C, 2 h, 2.) 150 deg C, 20 min

With ruthenium trichloride; potassium hydroxide; sodium periodate; oxalyl dichloride; sulfuric acid; sodium cyanide; water; lithium diisopropyl amide; In ethanol; dichloromethane;
DOI:10.1021/jo00035a010

Reference yield:

: 117959-73-6,118015-93-3,129645-65-4,138383-35-4,138604-13-4,138604-14-5
7a-(4,8-Dimethyl-3,7-nonadienyl)hexahydro-4-<3-(phenylmethoxy)propyl>cyclopentapyran-3(1H)-one

: 28606-61-3
(-)-Secodaphniphylline

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / LiAlH₄ / diethyl ether

2: 1.) oxalyl chloride, DMSO, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) -78 deg C to 0 deg C, 15 min, then 0 deg C, 45 min

3: 1.) NH₃, 2.) NH₄OAc, glacial acetic acid / 1.) CH₂Cl₂, 0 deg C to room temperature, 40 min, 2.) room temperature, 30 min, then 75 deg C, 2 h

5: 1.) LDA / 1.) THF, -78 deg C, 45 min, 2.) -78 deg C, 1 h

6: 1.) NaCN, H₂O, 2.) 10percent H₂SO₄ / 1.) DMSO, 150 deg C, 2 h, 2.) 150 deg C, 20 min

With lithium aluminium tetrahydride; oxalyl dichloride; sulfuric acid; sodium cyanide; ammonium acetate; ammonia; water; acetic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In diethyl ether;
DOI:10.1021/jo00035a010