Salutaridine

Base Information

Chemical Name:Salutaridine
CAS No.:1936-18-1
Deprecated CAS:1369-69-3,716342-86-8,1005309-77-2
Molecular Formula:C₁₉H₂₁NO₄
Molecular Weight:327.38
Hs Code.:
UNII:7X10PRH74D
DSSTox Substance ID:DTXSID60941041
Nikkaji Number:J14.806G
Wikipedia:Salutaridine
Wikidata:Q7406319
Metabolomics Workbench ID:50824
ChEMBL ID:CHEMBL404097
Mol file:1936-18-1.mol

Synonyms:salutaridine;salutaridine, (+-)-isomer;salutaridine, (9alpha,13alpha)-isomer;sinoacutine

Suppliers and Price of Salutaridine

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 6 raw suppliers

Chemical Property of Salutaridine

Chemical Property:

Melting Point:197-198°
Boiling Point:532.5°Cat760mmHg
Flash Point:275.8°C
PSA：59.00000
Density:1.33g/cm³
LogP:1.87610
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:327.14705815
Heavy Atom Count:24
Complexity:613

Purity/Quality:: 98%,99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN1CCC23C=C(C(=O)C=C2C1CC4=C3C(=C(C=C4)OC)O)OC
Isomeric SMILES:CN1CC[C@]23C=C(C(=O)C=C2[C@H]1CC4=C3C(=C(C=C4)OC)O)OC
Description An alkaloid obtained from Croton salutaris, this base has been postulated as an intermediate compound in the biosynthesis of the morphine alkaloids. It yields colourless rods when crystallized from AcOEt and has [α]D + 111 ° (c 1.69, EtOH). The ultraviolet spectrum in EtOH has two absorption maxima at 240 and 277 mJl. Two methoxyl groups, a phenolic hydroxyl group and a methylimino group are present, the base furnishing an O-acetate, m.p. 171°C; [α]D + 120° (c 1.25, EtOH). More recently, it has been discovered in Croton balsamifera Jacq. and Papaver orientale.
Uses Salutaridine is one of the biosynthetic precursors of morphine (M652290), a principle alkaloid of opium.

Technology Process of Salutaridine

There total 14 articles about Salutaridine 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: 96.2%

: 2611-69-0
O⁴-acetylsalutaridine

: 4090-18-0,23979-21-7,1936-18-1
salutaridine

Guidance literature:: With sodium hydroxide; In ethanol; water; Ambient temperature;

Reference yield:

: 485-19-8,1699-46-3,3968-19-2,7096-86-8,14752-49-9
(R)-reticuline

: 4090-18-0,23979-21-7,1936-18-1
salutaridine

Guidance literature:: In water; at 37 ℃; for 0.666667h; microsomal-bound cytochrome P-450 NADPH from pig liver; pH 7.75; 0.3 M tricine buffer;
DOI:10.1016/S0040-4039(00)79765-6

Reference yield:

: 27669-33-6
O⁶-demethylsalutaridine

: 4090-18-0,23979-21-7,1936-18-1
salutaridine

Guidance literature:: Multi-step reaction with 4 steps

1: 74.83 percent / pyridine / 20 h / Ambient temperature

2: 99.67 percent / diethylamine / ethanol / 6 h / Ambient temperature

3: 91.1 percent / CHCl₃; methanol; diethyl ether / 0.58 h / 0 - 5 °C

4: 96.2 percent / 10percent NaOH / ethanol; H₂O / Ambient temperature

With sodium hydroxide; diethylamine; In pyridine; methanol; diethyl ether; ethanol; chloroform; water;