Hypoglycin B

Base Information

• Chemical Name: Hypoglycin B
• CAS No.: 502-37-4
• Molecular Formula: C₁₂H₁₈N₂O₅
• Molecular Weight: 270.285
• Wikipedia: Hypoglycin_B
• Wikidata: Q105281343
• Mol file: 502-37-4.mol

Synonyms:Hypoglycin B;Hypoglycine B;HYPOGLYCINB;502-37-4;2-amino-5-[[1-carboxy-2-(2-methylidenecyclopropyl)ethyl]amino]-5-oxopentanoic acid;N-g-Glutamyl-3-(methylenecyclopropyl)alanine, 9CI

Chemical Property of Hypoglycin B

Chemical Property:

• Vapor Pressure: 1.38E-15mmHg at 25°C
• Melting Point: 194-195°, 200-206°
• Refractive Index: 1.4760 (estimate)
• Boiling Point: 592.8°Cat760mmHg
• Flash Point: 312.3°C
• PSA: 133.21000
• Density: 1.33g/cm³
• LogP: 1.25470
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 270.12157168
• Heavy Atom Count: 19
• Complexity: 407

Purity/Quality:

99%, ^*data from raw suppliers

HypoglycineB ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CC1CC(C(=O)O)NC(=O)CCC(C(=O)O)N
• Uses: Hypoglycine B is a toxic organic compound found in the seeds of the Ackee (Blighia sapida) fruit and is a causative agent of Jamaican Vomiting Sickness.

Technology Process of Hypoglycin B

There total 4 articles about Hypoglycin B 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:

(S)-2-(O-ethyl-N-trifluoroacetyl-L-γ-glutamylamino)-3-((S)-2-methylene-cyclopropyl)-propionic acid (406-09-7) → (S)-2-L-γ-glutamylamino-3-((S)-2-methylene-cyclopropyl)-propionic acid (502-37-4)

Guidance literature:

With 1,4-dioxane; sodium hydroxide;

DOI:10.1002/hlca.19590420311

Reference yield:

N-trifluoroacetyl-L-glutamic acid-1-ethyl ester (45214-61-7) → (S)-2-L-γ-glutamylamino-3-((S)-2-methylene-cyclopropyl)-propionic acid (502-37-4)

Guidance literature:

Multi-step reaction with 2 steps

2: aqueous NaOH; dioxane

With 1,4-dioxane; sodium hydroxide;

DOI:10.1002/hlca.19590420311

Reference yield:

methylenecyclopropylalanine (156-56-9,18951-74-1,144604-88-6) → (S)-2-L-γ-glutamylamino-3-((S)-2-methylene-cyclopropyl)-propionic acid (502-37-4)

Guidance literature:

Multi-step reaction with 2 steps

2: aqueous NaOH; dioxane

With 1,4-dioxane; sodium hydroxide;

DOI:10.1002/hlca.19590420311

upstream raw materials:

(S)-2-(O-ethyl-N-trifluoroacetyl-L-γ-glutamylamino)-3-((S)-2-methylene-cyclopropyl)-propionic acid

N-trityl-L-glutamic acid

N-trifluoroacetyl-L-glutamic acid-1-ethyl ester

methylenecyclopropylalanine