L-Homoserine

Base Information

• Chemical Name: L-Homoserine
• CAS No.: 119736-88-8
• Molecular Formula: C₄H₉NO₃
• Molecular Weight: 119.12
• Mol file: 119736-88-8.mol

Synonyms:L-Homoserine;(2S)-2-Amino-4-hydroxybutyric acid;(S)-2-Amino-4-hydroxybutanoic acid;

Chemical Property of L-Homoserine

Chemical Property:

• Boiling Point: 368.7 °C at 760 mmHg
• Flash Point: 176.8 °C
• Density: 1.312 g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Homoserine

There total 75 articles about L-Homoserine 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%

(3S)-(3-amino-3-carboxypropyl)dimethylsulfonium iodide (3493-11-6) → L-homoserine (672-15-1,119736-88-8)

Guidance literature:

With water; sodium hydrogencarbonate; pH=2 - 5; Reflux;

Reference yield: 74.0%

L-methionine (63-68-3,26062-47-5,58576-49-1) → L-homoserine (672-15-1,119736-88-8)

Guidance literature:

With water; methyl iodide; at 20 ℃; for 24h; Inert atmosphere; Reflux;

Reference yield: 72.0%

2-acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-1-N-(4-L-aspartoyl)-2-deoxy-β-D-glucopyranosylamine (29625-73-8) → L-homoserine (672-15-1,119736-88-8) + N,N'-diacetylchitobiosamine (102039-77-0) + 1-acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-amino-1,2-dideoxy-D-glucitol (118943-00-3) + 2-acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-1-amino-1,2-dideoxy-D-glucitol (119009-35-7)

Guidance literature:

With lithium hydroxide; lithium borohydride; trilithium citrate; In water; tert-butyl alcohol; at 45 ℃; for 5h; Yield given;

DOI:10.1016/0008-6215(88)80108-3

upstream raw materials:

D-homoserine lactone

D-methionine

(R)-(+)-α-amino-γ-butyrolactone hydrochloride

3-amino-3-furan-2-ylpropan-1-ol

Downstream raw materials:

N-benzoyl-L-homoserine

O-oxalylhomoserine

(L)-N-tert-butoxycarbonylhomoserine triethylamine salt

5-(β-bromoethyl)hydantoin

Refernces

• 1、 Gündo?du, ?zlem,Turhan, P?nar,K?se, Aytekin,Altunda?, Ramazan,Kara, Yunus. "Reaction of (S)-homoserine lactone with Grignard reagents: synthesis of amino-keto-alcohols and β-amino acid derivatives". . p. 1163 - 1168. Retrieved 2017.
• 2、 Sajiki, Hironao. "Selective Inhibition of Benzyl Ether Hydrogenolysis with Pd/C Due to the Presence of Ammonia, Pyridine or Ammonium Acetate". . p. 3465 - 3468. Retrieved 1995.
• 3、 Fushiya,Sato,Nozoe,et al.. "Avenic acid A, a new amino acid possessing an iron chelating activity". . p. 3071 - 3072. Retrieved 1980.
• 4、 Altamore, Timothy M.,Nguyen, Oanh T. K.,Churches, Quentin I.,Cavanagh, Kate,Nguyen, Xuan T. T.,Duggan, Sandhya A. M.,Krippner, Guy Y.,Duggan, Peter J.. "Concise Synthesis of Enantiomerically Pure (1′S,2′R)-and (1′R,2′S)-2S-Amino-3-(2′-aminomethyl-cyclopropyl)propionic Acid: Two E-Diastereoisomers of 4,5-Methano-l-lysine". . p. 1105 - 1111. Retrieved 2013.
• 5、 Sorochinsky, Alexander E.,Ueki, Hisanori,Ace?a, José Luis,Ellis, Trevor K.,Moriwaki, Hiroki,Sato, Tatsunori,Soloshonok, Vadim A.. "Chemical approach for interconversion of (S)- and (R)-α-amino acids". . p. 4503 - 4507. Retrieved 2013.
• 6、 Likhosherstov, Leonid M.,Novikova, Olga S.,Derevitskaya, Varvara A.,Kochetkov, Nikolay K.. "A selective method for sequential splitting of O- and N-linked glycans from N,O-glycoproteins". . p. 67 - 76. Retrieved 1990.
• 7、 Da Silva Araujo, Francisca Diana,Esper, Luciana Maria Ramires,Kuaye, Arnaldo Yoshiteru,Sircili, Marcelo Palma,Marsaioli, Anita Jocelyne. "N -acyl-homoserine lactones from enterobacter sakazakii (Cronobacter spp.) and their degradation by bacillus cereus enzymes". . p. 585 - 592. Retrieved 2012.
• 8、 Armstrong. "-". . p. 3399,3402. Retrieved 1949.
• 9、 Leete et al.. "-". . p. 427,432. Retrieved 1974.
• 10、 Daubit, Isabelle Marie,Wolf, Jonas,Metzler-Nolte, Nils. "Rhodium(I) and Iridium(I) N-Heterocyclic carbene complexes of imidazolium functionalized amino acids and peptides". supporting information. . Retrieved 2020/01/13.