4-Bromohomoibotenic acid

Base Information

• Chemical Name: 4-Bromohomoibotenic acid
• CAS No.: 121313-14-2
• Molecular Formula: C₆H₇BrN₂O₄
• Molecular Weight: 251.037
• DSSTox Substance ID: DTXSID60153223
• Nikkaji Number: J535.324F
• ChEMBL ID: CHEMBL73069
• Mol file: 121313-14-2.mol

Synonyms:2-amino-3-(3-hydroxy-4-bromoisoxazol-5-yl)propanoic acid;4-bromohomoibotenic acid;4-bromohomoibotenic acid, (RS)-isomer;4-bromohomoibotenic acid, (S)-isomer;4-bromohomoibotenic acid, 1-hydrate, (S)-isomer;alpha-amino-4-bromo-3-hydroxy-5-isoxazolepropionic;Br-HIBC;BrHIbo;bromohomoibotenate

Chemical Property of 4-Bromohomoibotenic acid

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 109.58000
• Density: 1.95g/cm³
• LogP: 0.92740
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 249.95892
• Heavy Atom Count: 13
• Complexity: 288

Purity/Quality:

(R)-4-BROMO-HOMO-IBOTENIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1=C(C(=O)NO1)Br)C(C(=O)O)N
• Isomeric SMILES: C(C1=C(C(=O)NO1)Br)[C@H](C(=O)O)N

Technology Process of 4-Bromohomoibotenic acid

There total 6 articles about 4-Bromohomoibotenic 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: 68.0%

(R)-2-Amino-3-(4-bromo-3-methoxy-isoxazol-5-yl)-propionic acid → (R)-2-amino-3-(4-bromo-3-hydroxyisoxazol-5-yl)propionic acid (121313-14-2)

Guidance literature:

With hydrogen bromide; acetic acid; Ambient temperature;

DOI:10.1016/S0957-4166(98)00275-4

Reference yield: 59.0%

(R)-α-(acetylamino)-4-bromo-3-methoxy-5-isoxazolepropionic acid (121313-17-5) → (R)-2-amino-3-(4-bromo-3-hydroxyisoxazol-5-yl)propionic acid (121313-14-2)

Guidance literature:

With hydrogen bromide; at 140 ℃; for 0.283333h;

DOI:10.1021/jm00130a005

Reference yield:

diethyl acetamido<(4-bromo-3-methoxyisoxazol-5-yl)methyl>malonate (71366-31-9) → (R)-2-amino-3-(4-bromo-3-hydroxyisoxazol-5-yl)propionic acid (121313-14-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 46 percent / 1 M HCl / 16 h / Heating

2: triethylamine / acetic acid; ethyl acetate / 6 h / 50 °C

3: 59 percent / 48percent aq. HBr / 0.28 h / 140 °C

With hydrogenchloride; hydrogen bromide; triethylamine; In acetic acid; ethyl acetate;

DOI:10.1021/jm00130a005

upstream raw materials:

(R)-α-(acetylamino)-4-bromo-3-methoxy-5-isoxazolepropionic acid

diethyl acetamido<(4-bromo-3-methoxyisoxazol-5-yl)methyl>malonate

(RS)-α-amino-4-bromo-3-methoxy-5-isoxazolepropionic acid