(S)-3-Aminodihydrofuran-2(3H)-one hydrobromide

Base Information

• Chemical Name: (S)-3-Aminodihydrofuran-2(3H)-one hydrobromide
• CAS No.: 15295-77-9
• Molecular Formula: BrH*C₄H₇NO₂
• Molecular Weight: 182.017
• Hs Code.: 29420000
• European Community (EC) Number: 937-694-8
• Mol file: 15295-77-9.mol

Synonyms:15295-77-9;(S)-3-Aminodihydrofuran-2(3H)-one hydrobromide;(S)-(-)-alpha-Amino-gamma-butyrolactone hydrobromide;L-Homoserine lactone hydrobromide;(3S)-3-aminooxolan-2-one;hydrobromide;(S)-2-amino-4-butyrolactone hydrobromide;(S)-(-)-alpha-Amino-gamma-butyrolactone HBr;L-Homoserine lactone HBr;L-(-)-alpha-Amino-gamma-butyrolactone hydrobromide;MFCD00674493;2(3H)-Furanone, 3-aminodihydro-, hydrobromide, (3S)-;C4H8BrNO2;3S-3-aminodihydrofuran-2(3H)-one hydrobromide;EC 937-694-8;AKOS 354;SCHEMBL1536657;MKLNTBLOABOJFZ-DFWYDOINSA-N;AMY21622;BCP19716;AKOS000278441;AS-10535;CS-0022019;NS00078174;(S)-(?)-?-Amino-?-butyrolactone hydrobromide;(S)-3-Aminodihydrofuran-2(3H)-onehydrobromide;A883857;(S)-(-)- alpha -Amino- gamma -butyrolactone hydrobromide;(S)-(-)-alpha-Amino-gamma-butyrolactone hydrobromide, 99%;1423796-11-5

Chemical Property of (S)-3-Aminodihydrofuran-2(3H)-one hydrobromide

Chemical Property:

• Appearance/Colour: WHITE TO SLIGHTLY YELLOW CRYSTALLINE POWDER
• Vapor Pressure: 0.00233mmHg at 25°C
• Melting Point: 225 °C (dec.)(lit.)
• Boiling Point: 281.4°Cat760mmHg
• Flash Point: 124°C
• PSA: 52.32000
• Density: g/cm³
• LogP: 0.91900
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: Methanol (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 180.97384
• Heavy Atom Count: 8
• Complexity: 91.7

Purity/Quality:

99.9% ^*data from raw suppliers

L-HomoserineLactoneHydrobromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=O)C1N.Br
• Isomeric SMILES: C1COC(=O)[C@H]1N.Br
• Uses: L-Homoserine Lactone Hydrobromide is a reactant in the synthesis of tritium labeled and photoactivatable N-acyl-L-homoserine lactones. Used to prepare pseudopeptide inhibitors for Ras farnesyl-protein transferase as well as selenomethionine.

Technology Process of (S)-3-Aminodihydrofuran-2(3H)-one hydrobromide

There total 3 articles about (S)-3-Aminodihydrofuran-2(3H)-one hydrobromide 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: 86.0%

L-methionine (63-68-3,26062-47-5,58576-49-1) → (S)-(-)-α-amino-γ-butyrolactone hydrobromide (6305-38-0,15295-77-9,67580-93-2,110045-70-0)

Guidance literature:

With bromoacetic acid; In water; acetic acid; isopropyl alcohol; Reflux; Inert atmosphere;

DOI:10.1039/c2ob27155a

Reference yield: 48.0%

(S)-methioninol (2899-37-8) → (S)-(-)-α-amino-γ-butyrolactone hydrobromide (6305-38-0,15295-77-9,67580-93-2,110045-70-0)

Guidance literature:

(S)-methioninol; With tetrabutylammomium bromide; methyl chloroacetate; In water; at 90 ℃; for 9h;

With hydrogen bromide;

DOI:10.1039/c9cc03767e

Reference yield:

L-methionine (63-68-3,26062-47-5,58576-49-1) + bromoacetic acid (79-08-3) → methylsulfanyl-acetic acid (2444-37-3) + thiodiacetic acid (123-93-3) + (S)-(-)-α-amino-γ-butyrolactone hydrobromide (6305-38-0,15295-77-9,67580-93-2,110045-70-0)

Guidance literature:

In water; at 80 ℃; for 8h; Overall yield = 303.4 g;

upstream raw materials:

L-methionine

bromoacetic acid

(S)-methioninol

Downstream raw materials:

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

N-(3-oxo-5-phenylpentanoyl)-L-homoserine lactone

(S)-N-(2-oxotetrahydrofuran-3-yl)-3-phenylpropionamide

N-(3-oxo-6-phenylhexanoyl)-L-homoserine lactone

Refernces

• 1、 Wu, Guangqi,Ge, Chenglong,Liu, Xingyi,Wang, Shuo,Wang, Letian,Yin, Lichen,Lu, Hua. "Synthesis of water soluble and multi-responsive selenopolypeptides via ring-opening polymerization of N-carboxyanhydrides". supporting information. p. 7860 - 7863. Retrieved 2019/07/12.
• 2、 -. "A cogeneration process for producing sulfur and sulfur on behalf of acetate acid diester method (by machine translation)". Paragraph 0081; 0083. . Retrieved 2018/12/02.