(1S,4S)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane Dihydrobromide

Base Information

• Chemical Name: (1S,4S)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane Dihydrobromide
• CAS No.: 116258-17-4
• Molecular Formula: C12H16 N2 . 2 Br H
• Molecular Weight: 350.096
• Hs Code.: 29335990
• European Community (EC) Number: 678-061-3
• DSSTox Substance ID: DTXSID10562169
• Mol file: 116258-17-4.mol

Synonyms:116258-17-4;(1S,4S)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane Dihydrobromide;(1S,4S)-(+)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide;2,5-Diazabicyclo[2.2.1]heptane, 2-(phenylmethyl)-, hydrobromide (1:2), (1S,4S)-;(1S,4S)-2-Benzyl-2,5-diazabicyclo(2.2.1)heptane dihydrobromide;(1S,4S)-2-benzyl-2,5-diazabicyclo[2.2.1]heptane;dihydrobromide;(1S,4S)-2-BENZYL-2,5-DIAZABICYCLO[2.2.1]HEPTANE 2HBR;(1S,4S)-2-benzyl-2,5-diazabicyclo(2.2.1)heptane 2HBr;(1S,4S)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptanedihydrobromide;C12H18Br2N2;SCHEMBL1363188;DTXSID10562169;(1S,4S)-N-benzyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide;MFCD08669797;AKOS015909339;CS-W008438;GS-4026;AC-29212;A2387;B2054;EN300-70015;J-500477;Z1741977081;(1S,4S)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane diHBr;(1S,4S)-2-(benzyl)-2,5-diazabicyclo[2.2.1]Heptane 2hbr;(1S)(4S)-2-benzyl-2,5-diazabicyclo{2,2,1}heptane dihydrobromide;(1S)(4S)-2-benzyl-2,5-diazabicyclo{2.2.1}heptane dihydrobromide;(1S,4S)-2-benzyl-2,5-diaza-bicyclo[2.2.1]heptane dihydrobromide;(1S,4S)-2-Benzyl-2,5-diazabicyclo-[2.2.1]heptane dihydrobromide;(1S,4S)-(+)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide, 99%;(1S,4S)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane--hydrogen bromide (1/2)

Chemical Property of (1S,4S)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane Dihydrobromide

Chemical Property:

• Vapor Pressure: 1.71E-06mmHg at 25°C
• Melting Point: 270 ºC (dec.)
• Refractive Index: 16 ° (C=3, 2mol/L NaOH)
• Boiling Point: 357.2°Cat760mmHg
• Flash Point: 169.8°C
• PSA: 15.27000
• Density: g/cm³
• LogP: 3.41560
• Water Solubility.: very faint turbidity
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 349.98162
• Heavy Atom Count: 16
• Complexity: 199

Purity/Quality:

97% ^*data from raw suppliers

(1S,4S)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane Dihydrobromide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CNC1CN2CC3=CC=CC=C3.Br.Br
• Isomeric SMILES: C1[C@H]2CN[C@@H]1CN2CC3=CC=CC=C3.Br.Br

Technology Process of (1S,4S)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane Dihydrobromide

There total 10 articles about (1S,4S)-2-Benzyl-2,5-diazabicyclo[2.2.1]heptane Dihydrobromide 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%

(1S,4S)-5-Benzyl-2-tosyl-2,5-diazabicyclo<2.2.1>heptane (5234-72-0,59436-75-8) → (1S,4S)-2-Benzyl-2,5-diazabicyclo<2.2.1>heptane dihydrobromide (100944-15-8,134003-82-0,116258-17-4)

Guidance literature:

With hydrogen bromide; at 110 ℃; for 0.5h; microwave irradiation;

DOI:10.1002/ejoc.200700785

Reference yield: 89.0%

(1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane (118354-72-6,59436-75-8) → (1R,4R)-5-phenylmethyl-2,5-diazabicyclo[2.2.1] heptane dihydrobromide (116258-17-4)

Guidance literature:

With hydrogen bromide; In acetic acid; at 70 ℃; for 12h;

DOI:10.1021/jm00167a010

Reference yield:

(2R,4R)-2-ethoxycarbonyl-4-hydroxypyrrolidine hydrochloride (77449-99-1) → (1R,4R)-5-phenylmethyl-2,5-diazabicyclo[2.2.1] heptane dihydrobromide (116258-17-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 74.2 percent / triethylamine, pyridine / 1 h / 0 °C

2: 74 percent / toluene / Heating

3: 91 percent / lithium borohydride / tetrahydrofuran / 0 - 25 °C

4: 86 percent / pyridine / 2 h / 10 °C

5: 90 percent / toluene / 9 h / Heating

6: 89 percent / HBr / acetic acid / 12 h / 70 °C

With pyridine; lithium borohydride; hydrogen bromide; triethylamine; In tetrahydrofuran; acetic acid; toluene;

DOI:10.1021/jm00167a010

upstream raw materials:

(1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane

(2R,4R)-2-ethoxycarbonyl-4-hydroxypyrrolidine hydrochloride

4-(acetyloxy)-1-<(4-methylphenyl)sulfonyl>-D-proline ethyl ester

allo-1-(4-tolylsulfonyl)-4-<<(4-methylphenyl)sulfonyl>oxy>-D-proline ethyl ester

Downstream raw materials:

tert-butyl (1R,4R)-5-benzyl-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

(1S,4S)-2,5-Diazabicyclo<2.2.1>heptane dihydrobromide

(1S,4S)-N-benzyl-N'-(4-nitro-phenyl)-2,5-diaza-bicyclo[2.2.1]heptane

C₂₉H₃₃N₅O₃