Cyclopropylalanine

Base Information

• Chemical Name: Cyclopropylalanine
• CAS No.: 15785-52-1
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.159
• Hs Code.: 2922499990
• Mol file: 15785-52-1.mol

Synonyms:Cyclopropanepropanoicacid, a-amino-, (à)-;Cyclopropanepropionic acid, a-amino-, DL- (8CI);Cyclopropanealanine;3-Cyclopropylalanine;

Chemical Property of Cyclopropylalanine

Chemical Property:

• Boiling Point: 258 °C at 760 mmHg
• PKA: 2.32±0.10(Predicted)
• Flash Point: 109.9 °C
• PSA: 63.32000
• Density: 1.218 g/cm³
• LogP: 0.89870
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98%min ^*data from raw suppliers

2-amino-3-cyclopropylpropanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopropylalanine

There total 21 articles about Cyclopropylalanine 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: 92.0%

N-acetyl-3-cyclopropylalanine (133992-69-5,1374669-61-0) → (2S)-2-amino-3-cyclopropylpropanoic acid (102735-53-5,15785-52-1)

Guidance literature:

With sodium hydroxide; porcine pancreatic acylase I; In water; at 37 ℃; for 4h;

DOI:10.1080/00397919608003718

Reference yield: 83.0%

(S)-2-amino-3-cyclopropylpropionic acid benzyl ester (113741-17-6) → (2S)-2-amino-3-cyclopropylpropanoic acid (102735-53-5,15785-52-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 50 ℃; for 3h; under 2068.59 Torr;

DOI:10.1016/j.tetasy.2003.07.007

Reference yield: 79.0%

(R)-2-Amino-3-cyclopropyl-N-((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-propionamide (170642-22-5) → L(D)-2-amino-4-hexenoic acid (17298-83-8) + (R)-2-amino-3-cyclopropylpropanoic acid (121786-39-8,15785-52-1)

Guidance literature:

In water; for 12h; Yields of byproduct given; Heating;

DOI:10.1021/ja9624073

upstream raw materials:

cyclopropylmethyl-formylamino-malonic acid diethyl ester

N-acetyl-3-cyclopropylalanine

cyclopropylmethyl iodide

2-amino-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylacetamide

Downstream raw materials:

C₁₄H₁₅NO₂

(R)-2-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoic acid

(S)-3-Cyclopropyl-2-[((2S,6R)-2,6-dimethyl-piperidine-1-carbonyl)-amino]-propionic acid benzyl ester

(S)-2-amino-3-cyclopropylpropan-1-ol

Refernces

• 1、 Boaz, Neil W.,Debenham, Sheryl D.,Large, Shannon E.,Moore, Mary K.. "The preparation of enantiomerically pure cyclopropylalanine". . p. 3575 - 3580. Retrieved 2007/10/03.
• 2、 Myers, Andrew G.,Gleason, James L.,Yoon, Taeyoung,Kung, Daniel W.. "Highly practical methodology for the synthesis of D- and L-α-amino acids, N-protected α-amino acids, and N-methyl-α-amino acids". . p. 656 - 673. Retrieved 2007/10/03.