Win 55212-2

Base Information

• Chemical Name: Win 55212-2
• CAS No.: 131543-22-1
• Deprecated CAS: 134959-51-6,1319206-37-5
• Molecular Formula: C27H26N2O3
• Molecular Weight: 426.52
• Hs Code.: 2934999090
• UNII: 5H31GI9502
• DSSTox Substance ID: DTXSID40894849
• Nikkaji Number: J442.901J
• Wikipedia: WIN_55,212-2
• Wikidata: Q4016981
• Pharos Ligand ID: 44ZCF4ZH3CKA
• Metabolomics Workbench ID: 66351
• ChEMBL ID: CHEMBL188
• Mol file: 131543-22-1.mol

Synonyms:((3R)-2,3-dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo(1,2,3-de)-1,4-benzoxazin-6-yl)-1-naphthalenyl-methanone, methanesulfonate (1:1);(+)-((2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl))methanone monomethanesulfonate;(2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl)methanone monomethanesulfonate;(3R)-((2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl))methanone;(3R)-((2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl))methanone monomethanesulfonate;(3S)-((2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl))methanone;(R)-(+)-WIN 55212-2 mesylate;(R)-(+)-WIN-55212-2;(R)-WIN-55212;2,3-dihydro-5-methyl-3((4-morpholinyl)methyl) pyrrolo(1,2,3,-de)-1,4-benzoxazin-6-yl)-1-naphthalenyl methanone;WIN 55,212;WIN 55.212-2;WIN 55212;Win 55212-2;WIN 55212-2 mesylate;WIN 55212-3;WIN-55212;Win-55212-2;WIN55212-2

Chemical Property of Win 55212-2

Chemical Property:

• PSA: 43.70000
• LogP: 4.53750
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 426.19434270
• Heavy Atom Count: 32
• Complexity: 680

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): A poison.
• Hazard Codes: A poison.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C3N1C(COC3=CC=C2)CN4CCOCC4)C(=O)C5=CC=CC6=CC=CC=C65
• Isomeric SMILES: CC1=C(C2=C3N1[C@@H](COC3=CC=C2)CN4CCOCC4)C(=O)C5=CC=CC6=CC=CC=C65

Technology Process of Win 55212-2

There total 13 articles about Win 55212-2 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: 26.0%

(5,7-Dibromo-naphthalen-1-yl)-((R)-5-methyl-3-morpholin-4-ylmethyl-2,3-dihydro-[1,4]oxazino[2,3,4-hi]indol-6-yl)-methanone (131513-21-8) → WIN 55,212-2 (131513-18-3,131543-22-1,131543-24-3,137795-16-5)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate; for 3h; under 2585.7 Torr;

DOI:10.1021/jm00079a016

Reference yield:

1-Morpholin-4-yl-3-(2-nitro-phenoxy)-propan-2-ol (131513-32-1) → WIN 55,212-2 (131513-18-3,131543-22-1,131543-24-3,137795-16-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) DMSO, trifluoroacetic anhydride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) RT, 30 min

2: 96 percent / H₂ / Ra-Ni / ethyl acetate / 6 h / 2327.2 Torr

4: NaNO₂, 2 N aq. HCl / H₂O / 1 h / 0 °C

5: LiAlH₄ / tetrahydrofuran / 1 h / Heating

6: 1.) pyridinium 3-nitrobenzenesulfonic acid, 2.) AcOH / 1.) H₂O, reflux, 3 h, 2.) reflux, 1 h

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; acetic acid; dimethyl sulfoxide; pyridinium paratoluene sulfonic acid; triethylamine; trifluoroacetic anhydride; sodium nitrite; Ra-Ni; In tetrahydrofuran; water; ethyl acetate;

DOI:10.1021/jm00079a016

Reference yield:

3-(4-morpholinyl)-1-(2-nitrophenoxy)-2-propanone (131513-33-2) → WIN 55,212-2 (131513-18-3,131543-22-1,131543-24-3,137795-16-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / H₂ / Ra-Ni / ethyl acetate / 6 h / 2327.2 Torr

3: NaNO₂, 2 N aq. HCl / H₂O / 1 h / 0 °C

4: LiAlH₄ / tetrahydrofuran / 1 h / Heating

5: 1.) pyridinium 3-nitrobenzenesulfonic acid, 2.) AcOH / 1.) H₂O, reflux, 3 h, 2.) reflux, 1 h

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; acetic acid; pyridinium paratoluene sulfonic acid; sodium nitrite; Ra-Ni; In tetrahydrofuran; water; ethyl acetate;

DOI:10.1021/jm00079a016

upstream raw materials:

1-(1-naphthalenyl)-1,3-butanedione

(R)-3-Morpholin-4-ylmethyl-2,3-dihydro-benzo[1,4]oxazin-4-ylamine

(5,7-Dibromo-naphthalen-1-yl)-((R)-5-methyl-3-morpholin-4-ylmethyl-2,3-dihydro-[1,4]oxazino[2,3,4-hi]indol-6-yl)-methanone

1-(5,7-dibromo-1-naphthalenyl)ethanone

Refernces