1,6-Didehydro-3α-methoxy-15,16-[methylenebis(oxy)]-11a-homoerythrinan

Base Information

Chemical Name:1,6-Didehydro-3α-methoxy-15,16-[methylenebis(oxy)]-11a-homoerythrinan
CAS No.:21030-78-4
Molecular Formula:C19H23NO3
Molecular Weight:313.39
Hs Code.:
Mol file:21030-78-4.mol

Synonyms:

Suppliers and Price of 1,6-Didehydro-3α-methoxy-15,16-[methylenebis(oxy)]-11a-homoerythrinan

Supply Marketing:

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

Manufacturers and distributors:

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Chemicals and raw materials
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Total 3 raw suppliers

Chemical Property of 1,6-Didehydro-3α-methoxy-15,16-[methylenebis(oxy)]-11a-homoerythrinan

Chemical Property:

Melting Point:76-7°C

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Description This alkaloid, isolated from Schelhammera pedunculata F. Muell, has the homoerythrina structure given above which is based upon chemical and spectroscopic evidence and comparison with the two following bases. It is dextrorotatory with [α]D + 122° (CHCI3). A methoxyl and a methylenedioxy group are present as su bstituents.

Technology Process of 1,6-Didehydro-3α-methoxy-15,16-[methylenebis(oxy)]-11a-homoerythrinan

There total 51 articles about 1,6-Didehydro-3α-methoxy-15,16-[methylenebis(oxy)]-11a-homoerythrinan 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: 98.0%

: 102487-83-2,102487-84-3
(+/-)-8-oxo-schelhemmericine

: 21030-78-4,24204-36-2,102487-78-5,102487-79-6
(+/-)-schelhammericine

Guidance literature:: With lithium aluminium tetrahydride; aluminium trichloride; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1248/cpb.33.3574

Reference yield: 94.0%

: 102487-83-2,102487-84-3
(+/-)-8-oxo-epischelhemmericine

: 21030-78-4,24204-36-2,102487-78-5,102487-79-6
(+/-)-epischelhammericine

Guidance literature:: With lithium aluminium tetrahydride; aluminium trichloride; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1248/cpb.33.3574

Reference yield:

: 89412-91-9
7α-hydroxy-6β-methoxycarbonyl-16,17-methylenedioxy-2,8-dioxo-Δ³-homoerithrinan

: 21030-78-4,24204-36-2,102487-78-5,102487-79-6
(+/-)-epischelhammericine

Guidance literature:: Multi-step reaction with 11 steps

1: 88 percent / H₂ / 5percent Pd/C / acetone / 6.5 h / Ambient temperature

2: 97 percent / pyridine / 12 h / Ambient temperature

3: 62 percent / DBU / toluene / 2 h / Heating

4: 1.) PhSeCl, BF₃*Et₂O, 2.) MPC / 1.) THF, reflux, 10.5 h 2.) 13 h, RT

5: 96 percent / NaBH₄ / methanol; tetrahydrofuran / 0.75 h / Ambient temperature

6: 1.) NaH, imidazole / 1.) THF, reflux, 3h 2.) 30 min

7: 67 percent / 1.) Bu3SnH, α,α-bisisobutyronitrile 2.) HCl / 1.)toluene, reflux, 5h 2.) 50 deg C, 2.5 h

8: 62 percent / CaCl₂, 3-ethylpentane-3-thiol / dimethylsulfoxide / 1 h / 140 - 145 °C

9: 13 percent / Bu₄NBH₄ / methanol / 1.17 h / 0 °C

10: 1.) NaH, imidazole 2.) Bu₄NHSO₄ / 1.) THF, reflux, 1h 2.) RT, 5h

11: 94 percent / LiAlH₄, AlCl₃ / tetrahydrofuran / 1 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; Phenylselenyl chloride; 2,2'-azobis(isobutyronitrile); 3-ethylpentan-3-yl thiol; boron trifluoride diethyl etherate; hydrogen; tri-n-butyl-tin hydride; tetra(n-butyl)ammonium hydrogensulfate; myristyl-gamma-picolinium chloride; sodium hydride; tetrabutylammonium borohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; calcium chloride; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dimethyl sulfoxide; acetone; toluene;
DOI:10.1248/cpb.44.500