(-)-Bremazocine

Base Information

Chemical Name:(-)-Bremazocine
CAS No.:75684-07-0
Deprecated CAS:745736-46-3
Molecular Formula:C₂₀H₂₉NO₂
Molecular Weight:315.456
Hs Code.:
UNII:ISF76M2DBE,FDR3CJ69GC
DSSTox Substance ID:DTXSID001317125
Nikkaji Number:J2.857.921G
Wikipedia:Bremazocine
Wikidata:Q27075484
NCI Thesaurus Code:C91041
Pharos Ligand ID:Y8ZWF846NXZT
Metabolomics Workbench ID:69757
Mol file:75684-07-0.mol

Synonyms:2-(1-hydroxy-cyclopropylmethyl)-5-ethyl-9,9-dimethyl-2'-hydroxy-6,7-benzomorphan;bremazocine;bremazocine hydrochloride, (+-)-isomer;bremazocine hydrochloride, (2R)-isomer;bremazocine, (+-)-isomer;bremazocine, (2S)-isomer

Suppliers and Price of (-)-Bremazocine

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 2 raw suppliers

Chemical Property of (-)-Bremazocine

Chemical Property:

Vapor Pressure:6.28E-09mmHg at 25°C
Boiling Point:451.2°C at 760 mmHg
Flash Point:216.7°C
PSA：43.70000
Density:1.155g/cm³
LogP:3.15940
XLogP3:3.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:315.219829168
Heavy Atom Count:23
Complexity:472

Purity/Quality:: 85.0-99.8% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC12CCN(C(C1(C)C)CC3=C2C=C(C=C3)O)CC4(CC4)O
Isomeric SMILES:CC[C@@]12CCN([C@@H](C1(C)C)CC3=C2C=C(C=C3)O)CC4(CC4)O

Technology Process of (-)-Bremazocine

There total 8 articles about (-)-Bremazocine 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:

: 945843-66-3
2-(4-methoxybenzyl)-1-methyl-2,3-dihydropyridin-4(1H)-one

: 75684-07-0,83829-76-9,71990-00-6
(+/-)-bremazocine

Guidance literature:: Multi-step reaction with 8 steps

1.1: 79 percent / sodium hydride / tetrahydrofuran / 0.75 h / cooling

2.1: BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 68 percent / hexane; tetrahydrofuran / 2 h / -78 - 20 °C

3.1: 66 percent / lithium aluminum hydride / tetrahydrofuran / 0.5 h / cooling

4.2: 84 percent / H₂ / Pd/C

5.1: 88 percent / phosphoric acid / 21 h / Heating

6.1: sodium bicarbonate; 1-chloroethyl chloroformate / CHCl₃ / Heating

6.2: 88 percent / conc. hydrochloric acid / methanol / Heating

7.1: BOP; Et₃N

8.1: LiAlH₄

With lithium aluminium tetrahydride; n-butyllithium; carbonochloridic acid 1-chloro-ethyl ester; phosphoric acid; sodium hydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; chloroform; 5.1: Grewe cyclization reaction;
DOI:10.1055/s-2007-966026

Reference yield:

: 2-(4-methoxybenzyl)-1,3-dimethyl-2,3-dihydropyridin-4(1H)-one

: 75684-07-0,83829-76-9,71990-00-6
(+/-)-bremazocine

Guidance literature:: Multi-step reaction with 7 steps

1.1: BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 68 percent / hexane; tetrahydrofuran / 2 h / -78 - 20 °C

2.1: 66 percent / lithium aluminum hydride / tetrahydrofuran / 0.5 h / cooling

3.2: 84 percent / H₂ / Pd/C

4.1: 88 percent / phosphoric acid / 21 h / Heating

5.1: sodium bicarbonate; 1-chloroethyl chloroformate / CHCl₃ / Heating

5.2: 88 percent / conc. hydrochloric acid / methanol / Heating

6.1: BOP; Et₃N

7.1: LiAlH₄

With lithium aluminium tetrahydride; n-butyllithium; carbonochloridic acid 1-chloro-ethyl ester; phosphoric acid; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; chloroform; 4.1: Grewe cyclization reaction;
DOI:10.1055/s-2007-966026

Reference yield:

: 945843-68-5
2-(4-methoxybenzyl)-1,3,3-trimethyl-2,3-dihydropyridin-4(1H)-one

: 75684-07-0,83829-76-9,71990-00-6
(+/-)-bremazocine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 66 percent / lithium aluminum hydride / tetrahydrofuran / 0.5 h / cooling

2.2: 84 percent / H₂ / Pd/C

3.1: 88 percent / phosphoric acid / 21 h / Heating

4.1: sodium bicarbonate; 1-chloroethyl chloroformate / CHCl₃ / Heating

4.2: 88 percent / conc. hydrochloric acid / methanol / Heating

5.1: BOP; Et₃N

6.1: LiAlH₄

With lithium aluminium tetrahydride; carbonochloridic acid 1-chloro-ethyl ester; phosphoric acid; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In tetrahydrofuran; chloroform; 3.1: Grewe cyclization reaction;
DOI:10.1055/s-2007-966026