(R,R)-Hydroxy Bupropion

Base Information

Chemical Name:(R,R)-Hydroxy Bupropion
CAS No.:192374-15-5
Molecular Formula:C13H18ClNO2
Molecular Weight:255.744
Hs Code.:
European Community (EC) Number:689-763-4
DSSTox Substance ID:DTXSID40433176,DTXSID30870192
Nikkaji Number:J2.509.741F
Wikidata:Q82247305
Pharos Ligand ID:ZH44YL2D8D6P
ChEMBL ID:CHEMBL1172929
Mol file:192374-15-5.mol

Synonyms:(R,R)-Hydroxy Bupropion;192374-15-5;(2R,3R)-2-(3-Chlorophenyl)-3,5,5-trimethylmorpholin-2-ol;(r,r)-hydroxybupropion;CHEMBL1172929;2-Morpholinol, 2-(3-chlorophenyl)-3,5,5-trimethyl-, (2R,3R)-;SCHEMBL3154016;DTXSID30870192;DTXSID40433176;RCOBKSKAZMVBHT-RNCFNFMXSA-N;(2R,3R)-2-(3-Chlorophenyl)-3,5,5-trimethyl-2-morpholinol;(-)-(2R,3R)-2-(3-Chlorophenyl)-3,5,5-trimethyl-2-morpholinol;BDBM50322531;AKOS030241183;J-012439;(2R-cis)-2-(3-Chlorophenyl)-3,5,5-trimethyl-2-morpholinol;rel-(2R,3R)-2-(3-Chlorophenyl)-3,5,5-trimethyl-2-morpholinol;(+/-)-(2R*,3R*)-2-(3-chlorophenyl) -3,5,5-trimethyl-2-morpholinol;(+/-)-(2R*,3R*)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol

Suppliers and Price of (R,R)-Hydroxy Bupropion

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

TRC
(R,R)-HydroxyBupropion
5mg
$ 725.00

Total 11 raw suppliers

Chemical Property of (R,R)-Hydroxy Bupropion

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Melting Point:117-119°C
Boiling Point:386.574oC at 760 mmHg
Flash Point:187.594oC
PSA：41.49000
Density:1.144g/cm3
LogP:2.60080
Storage Temp.:Hygroscopic, -20?C Freezer, Under Inert Atmosphere
Solubility.:Chloroform (Slightly), Methanol (Slightly, Sonicated)
XLogP3:1.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:255.1026065
Heavy Atom Count:17
Complexity:285

Purity/Quality:

99% ^*data from raw suppliers

(R,R)-HydroxyBupropion ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C(OCC(N1)(C)C)(C2=CC(=CC=C2)Cl)O
Isomeric SMILES:C[C@@H]1[C@](OCC(N1)(C)C)(C2=CC(=CC=C2)Cl)O
Uses (R,R) Enantiomer metabolite of Bupropion (B689625), an antidepressant.

Technology Process of (R,R)-Hydroxy Bupropion

There total 5 articles about (R,R)-Hydroxy Bupropion 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: 78.0%

: 192374-15-5,233600-52-7
(R,R)-Hydroxybupropion

Guidance literature:

Reference yield:

: 34841-35-5
3'-chloro-propiophenone

: 192374-15-5,233600-52-7
(R,R)-Hydroxybupropion

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / -78 °C

2.1: 82 percent / AD-mix-α; H2O / 2-methyl-propan-2-ol

3.1: lutidine / CH₂Cl₂ / -40 °C

4.1: CH₂Cl₂ / -40 °C

With AD-mix-α; lutidine; water; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 1.1: deprotonation / 1.2: silylation / 2.1: Sharpless's asymmetric dihydroxylation / 3.1: triflation / 4.1: cyclocondensation;
DOI:10.1016/S0957-4166(00)00349-9

Reference yield:

: 287477-53-6
(S)-1-(3-chlorophenyl)-2-hydroxypropan-1-one

: 192374-15-5,233600-52-7
(R,R)-Hydroxybupropion

Guidance literature:: Multi-step reaction with 2 steps

1: lutidine / CH₂Cl₂ / -40 °C

2: CH₂Cl₂ / -40 °C

With lutidine; In dichloromethane; 1: triflation / 2: cyclocondensation;
DOI:10.1016/S0957-4166(00)00349-9