(R)- 2-(3'-butenyl) glycine

Base Information

• Chemical Name: (R)- 2-(3'-butenyl) glycine
• CAS No.: 103067-78-3
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• Mol file: 103067-78-3.mol

Synonyms:D-3-butenylglycine;(R)- 2-(3'-butenyl) glycine;D-2-homoallylglycine;(2R)-2-AMINO-5-HEXENOIC ACID;(R)-2-Amino-hex-5-enoic acid;2-amino-5-hexenoic acid;(R)-2-Aminohex-5-enoic acid;(R)-2-amino-5-hexenoic acid;(R)-homoallylglycine;

Chemical Property of (R)- 2-(3'-butenyl) glycine

Chemical Property:

• PSA: 63.32000
• LogP: 1.06480
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

(R)-2-Aminohex-5-enoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)- 2-(3'-butenyl) glycine

There total 10 articles about (R)- 2-(3'-butenyl) glycine 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: 93.0%

(R)-2-amino-5-hexenoic acid amide (774174-32-2) → (2R)-2-amino-5-hexenoic acid (103067-78-3)

Guidance literature:

With Rhodococcus erythropolis NCIMB 11540 (whole cells, amidase); In phosphate buffer; at 37 ℃; for 3h; pH=8; Enzymatic reaction;

DOI:10.1002/1615-4169(200108)343:6/7<662::aid-adsc662>3.3.co;2-9

Reference yield: 92.0%

→ (2R)-2-amino-5-hexenoic acid (103067-78-3)

Guidance literature:

With hydrogenchloride; In methanol; dichloromethane; water; at 60 ℃;

DOI:10.1016/j.tet.2004.06.087

Reference yield:

cyclopropylmethyl iodide (33574-02-6) + 2-amino-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylacetamide (170115-96-5) → pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) + (R)-2-amino-3-cyclopropylpropanoic acid (121786-39-8,15785-52-1) + (2R)-2-amino-5-hexenoic acid (103067-78-3)

Guidance literature:

With water; lithium chloride; lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/ja00137a034

upstream raw materials:

cyclopropylmethyl iodide

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

2-amino-5-hexenoic acid amide

(R)-2-amino-5-hexenoic acid amide

Downstream raw materials:

(R)-2-(Acryloyl-benzyl-amino)-hex-5-enoic acid methyl ester

(R)-2-[Allyl-(4-methoxy-benzyl)-amino]-hex-5-enoic acid methyl ester

Refernces

• 1、 Wolf, Larissa B.,Sonke, Theo,Tjen, Kim C. M. F.,Kaptein, Bernard,Broxterman, Quirinus B.,Schoemaker, Hans E.,Rutjes, Floris P. J. T.. "A Biocatalytic Route to Enantiomerically Pure Unsaturated α-H-α-Amino Acids". . p. 662 - 674. Retrieved 2007/10/03.
• 2、 Myers, Andrew G.,Gleason, James L.,Yoon, Taeyoung. "A practical method for the synthesis of D- or L-α-amino acids by the alkylation of (+)- or (-)-pseudoephedrine glycinamide". . p. 8488 - 8489. Retrieved 2007/10/02.