3-[(4-Bromophenyl)carbamoyl]spiro[bicyclo[2.2.1]hept-5-ene-7,1'-cyclopropane]-2-carboxylic acid

Base Information

• Chemical Name: 3-[(4-Bromophenyl)carbamoyl]spiro[bicyclo[2.2.1]hept-5-ene-7,1'-cyclopropane]-2-carboxylic acid
• CAS No.: 6367-09-5
• Molecular Formula: C17H25N3O4
• Molecular Weight: 335.403
• DSSTox Substance ID: DTXSID90387554
• Mol file: 6367-09-5.mol

Synonyms:CBMicro_045958;6367-09-5;SCHEMBL16008361;DTXSID90387554;BDBM350550;US10208071, Compound 12;BIM-0046051.P001;SR-01000232687;SR-01000232687-1;3-[(4- bromophenyl)carbamoyl] spiro[bicyclo[2.2.1]heptane- 7,1''-cyclopropane]-5-ene-2- carboxylic acid

Chemical Property of 3-[(4-Bromophenyl)carbamoyl]spiro[bicyclo[2.2.1]hept-5-ene-7,1'-cyclopropane]-2-carboxylic acid

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 361.03136
• Heavy Atom Count: 22
• Complexity: 534

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC12C3C=CC2C(C3C(=O)NC4=CC=C(C=C4)Br)C(=O)O

Technology Process of 3-[(4-Bromophenyl)carbamoyl]spiro[bicyclo[2.2.1]hept-5-ene-7,1'-cyclopropane]-2-carboxylic acid

There total 4 articles about 3-[(4-Bromophenyl)carbamoyl]spiro[bicyclo[2.2.1]hept-5-ene-7,1'-cyclopropane]-2-carboxylic acid 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:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Nα-Acetyl-Nε-benzyloxycarbonyl-L-lysin-methylamid (6367-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH

2: (i) MeOH, SOCl₂, (ii) /BRN= 741851/

With sodium hydroxide;

DOI:10.1515/bchm2.1966.344.1-3.75

Reference yield:

N2-acetyl-N6-[(benzyloxy)carbonyl]-L-lysine (6367-08-4) + methylamine (74-89-5) → Nα-Acetyl-Nε-benzyloxycarbonyl-L-lysin-methylamid (6367-09-5)

Guidance literature:

Multistep reaction; (i) MeOH, SOCl₂, (ii) /BRN= 741851/;

DOI:10.1515/bchm2.1966.344.1-3.75

Reference yield:

1-acetylpyrrolidine-2,5-dione (3027-06-3) + methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4) + methylamine (74-89-5) → Nα-Acetyl-Nε-benzyloxycarbonyl-L-lysin-methylamid (6367-09-5)

Guidance literature:

Multistep reaction; (i) Et₃N, (ii) /BRN= 741851/;

DOI:10.1007/BF00563819

upstream raw materials:

1-acetylpyrrolidine-2,5-dione

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride

methylamine

N²-acetyl-N⁶-[(benzyloxy)carbonyl]-L-lysine

Downstream raw materials:

N^α-Acetyl-N^ε-(2,4-dinitro-phenyl)-L-lysin-methylamid

N_α-acetyl-L-lysine N'-methylamide