Hypoglycin

Base Information

Chemical Name:Hypoglycin
CAS No.:156-56-9
Deprecated CAS:14057-72-8,14057-73-9,22169-48-8
Molecular Formula:C₇H₁₁NO₂
Molecular Weight:141.17
Hs Code.:2922499990
European Community (EC) Number:663-646-8
UNII:7GB7U7M282
ChEMBL ID:CHEMBL1615355
DSSTox Substance ID:DTXSID70878975
Metabolomics Workbench ID:143823
Nikkaji Number:J85.271F
Wikidata:Q418173
Wikipedia:Hypoglycin_A
Mol file:156-56-9.mol

Synonyms:hypoglycin;hypoglycin A;hypoglycin, (S)-isomer;hypoglycin, carboxy-(14)C-labeled

Suppliers and Price of Hypoglycin

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(S)-HypoglycineA,85%
10mg
$ 1455.00

American Custom Chemicals Corporation
S-HYPOGLYCINE A 95.00%
10MG
$ 1942.50

American Custom Chemicals Corporation
S-HYPOGLYCINE A 95.00%
1MG
$ 539.70

Total 11 raw suppliers

Chemical Property of Hypoglycin

Chemical Property:

Vapor Pressure:0.0021mmHg at 25°C
Melting Point:280-284oC
Refractive Index:1.4300 (estimate)
Boiling Point:269.1°C at 760 mmHg
PKA:2.26±0.10(Predicted)
Flash Point:116.6°C
PSA：63.32000
Density:1.16g/cm³
LogP:1.06480
Storage Temp.:Refrigerator
XLogP3:-2.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:141.078978594
Heavy Atom Count:10
Complexity:176

Purity/Quality:

98%min ^*data from raw suppliers

(S)-HypoglycineA,85% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C=C1CC1CC(C(=O)O)N
Isomeric SMILES:C=C1C[C@@H]1C[C@@H](C(=O)O)N
Uses A naturally occurring amino acid found in the Ackee (Blighia sapida), concentrated in the fruit of the plant. It is the causative agent of Jamaican Vomiting Sickness.

Technology Process of Hypoglycin

There total 11 articles about Hypoglycin 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: 100.0%

: 144604-83-1,806595-37-9
(2S,4R) α-<(methylenecyclopropyl)methyl>glycine methyl ester

: 156-56-9
(2S,4R)-hypoglycin A

Guidance literature:: With lithium hydroxide; In tetrahydrofuran;
DOI:10.1039/c39920001249

Reference yield:

: 139242-82-3
(S)-(+)-(methylenecyclopropyl)carbinol

: 156-56-9
(2S,4R)-hypoglycin A

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / pyridine, p-toluenesulfonyl chloride / CCl₄; diethyl ether / 21 h / Ambient temperature; 1.) 0 deg C

2: 90 percent / n-BuLi / tetrahydrofuran; hexane / -78 deg C, 2 h 25 min, then room temp., 2 h 25 min

3: 0.25M HCl / H₂O / 70 h / Ambient temperature

4: LiOH*H₂O / tetrahydrofuran; H₂O / 24 h / Ambient temperature

With pyridine; hydrogenchloride; lithium hydroxide; n-butyllithium; p-toluenesulfonyl chloride; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; water;
DOI:10.1016/S0040-4020(01)89313-3

Reference yield:

: 144604-84-2
(S)-(methylenecyclopropyl)methyl p-toluenesulfonate

: 156-56-9
(2S,4R)-hypoglycin A

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / n-BuLi / tetrahydrofuran; hexane / -78 deg C, 2 h 25 min, then room temp., 2 h 25 min

2: 0.25M HCl / H₂O / 70 h / Ambient temperature

3: LiOH*H₂O / tetrahydrofuran; H₂O / 24 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; n-butyllithium; In tetrahydrofuran; hexane; water;
DOI:10.1016/S0040-4020(01)89313-3