D-2-AMINO-5-METHYLHEX-4-ENOIC ACID

Base Information

• Chemical Name: D-2-AMINO-5-METHYLHEX-4-ENOIC ACID
• CAS No.: 81177-54-0
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• Hs Code.: 2922498590
• Mol file: 81177-54-0.mol

Synonyms:D-2-AMINO-5-METHYLHEX-4-ENOIC ACID;(R)-2-AMino-5-Methylhex-4-enoic acid

Chemical Property of D-2-AMINO-5-METHYLHEX-4-ENOIC ACID

Chemical Property:

• PSA: 63.32000
• LogP: 1.45490

Purity/Quality:

99%+, ^*data from raw suppliers

(2R)-2-AMINO-5-METHYLHEX-4-ENOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-2-AMINO-5-METHYLHEX-4-ENOIC ACID

There total 3 articles about D-2-AMINO-5-METHYLHEX-4-ENOIC 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: 63.0%

(R)-2-Amino-5-methyl-hex-4-enoic acid methyl ester (81136-75-6) → (R)-prenylglycine (81177-54-0)

Guidance literature:

With hydrogenchloride; methyloxirane; 1.) 1 h, reflux, 2.) EtOH, 15 min, reflux;

Reference yield:

(2S,4'S,5'R)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-5-methyl-4-hexen-1-one (307304-48-9) → L-prenylglycine (19914-06-8) + (R)-prenylglycine (81177-54-0)

Guidance literature:

With water; for 12h; Title compound not separated from byproducts.; Heating;

DOI:10.1021/jo000321t

Reference yield:

(2S,5R)-2-(3,4-Dimethoxy-benzyl)-3,6-dimethoxy-2-methyl-5-(3-methyl-but-2-enyl)-2,5-dihydro-pyrazine (81136-56-3) → (R)-prenylglycine (81177-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl / 4 h / Ambient temperature

2: 63 percent / 1.) aq. HCl, 2.) methyloxirane / 1.) 1 h, reflux, 2.) EtOH, 15 min, reflux

With hydrogenchloride; methyloxirane;

upstream raw materials:

(R)-2-Amino-5-methyl-hex-4-enoic acid methyl ester

(2S,4'S,5'R)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-5-methyl-4-hexen-1-one

(2S,5R)-2-(3,4-Dimethoxy-benzyl)-3,6-dimethoxy-2-methyl-5-(3-methyl-but-2-enyl)-2,5-dihydro-pyrazine

Refernces

• 1、 Schoellkopf,Hartwig,Pospischil,Kehne. "Asymmetric synthesis via heterocyclic intermediates; VII. Enantioselective synthesis of (R)-α-amino acids using (S)-O,O-dimethyl-α-methyldopa as chiral auxiliary reagent". . p. 966 - 969. Retrieved 2007/10/02.