D-ALPHA-AMINOSUBERIC ACID

Base Information

• Chemical Name: D-ALPHA-AMINOSUBERIC ACID
• CAS No.: 19641-63-5
• Molecular Formula: C8H15NO4
• Molecular Weight: 189.211
• Hs Code.: 2922499990
• Mol file: 19641-63-5.mol

Synonyms:Octanedioicacid, 2-amino-, (R)-;Octanedioic acid, 2-amino-, D- (8CI);D-a-Aminosuberic acid;

Chemical Property of D-ALPHA-AMINOSUBERIC ACID

Chemical Property:

• Vapor Pressure: 5.16E-07mmHg at 25°C
• Refractive Index: 1.506
• Boiling Point: 385.521 °C at 760 mmHg
• PKA: 2.53±0.24(Predicted)
• Flash Point: 186.956 °C
• PSA: 100.62000
• Density: 1.229 g/cm³
• LogP: 1.13370
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-Aminooctanedioicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: D-Alpha-aminosuberic acid

Technology Process of D-ALPHA-AMINOSUBERIC ACID

There total 13 articles about D-ALPHA-AMINOSUBERIC 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: 84.0%

(2R)-acetylaminosuberic acid (918663-85-1) → (2R)-D-α-Aminosuberic acid (19641-63-5,19641-59-9)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1021/jm050214x

Reference yield:

(2RS)-α-Ethyl ω-methyl 2-(N-acetylamino)suberate (156387-03-0) → (2R)-D-α-Aminosuberic acid (19641-63-5,19641-59-9) + (2S)-L-α-Aminosuberic acid (4254-88-0,19641-59-9)

Guidance literature:

With hydrogenchloride; In diethylene glycol dimethyl ether; for 48h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1021/jo00092a029

Reference yield:

methyl 6-oxohexanoate (6654-36-0) → (2R)-D-α-Aminosuberic acid (19641-63-5,19641-59-9)

Guidance literature:

Multi-step reaction with 3 steps

1: t-BuOK / CH₂Cl₂ / 2 h / -78 °C

2: 99 percent / H₂ / 10percent Pd/C / acetone / 24 h / 3040 Torr / Ambient temperature

3: 6 N HCl / bis-(2-methoxy-ethyl) ether / 48 h / Heating

With hydrogenchloride; potassium tert-butylate; hydrogen; palladium on activated charcoal; In dichloromethane; diethylene glycol dimethyl ether; acetone;

DOI:10.1021/jo00092a029

upstream raw materials:

N-Chloracetyl-D,L-α-aminosuberinsaeure

N-Carbobenzoxy-D-α-aminosuberinsaeure

(2RS)-α-Ethyl ω-methyl 2-(N-acetylamino)suberate

(2R)-acetylaminosuberic acid

Refernces

• 1、 Pham,Lubell. "A practical enantioselective synthesis of α-amino dicarboxylates. Preparation of D- and L-α-aminoadipate, α-aminopimelate, and α-aminosuberate". . p. 3676 - 3680. Retrieved 2007/10/02.