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D-Homoserine

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CAS:6027-21-0
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CAS:6027-21-0
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D-Homoserine manufacturers

  • D-Homoserine
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  • 2026-07-03
  • CAS:6027-21-0
  • Min. Order: 1KG
  • Purity: 98.0%
  • Supply Ability: 5000kg/month
  • D-Homoserine
  • D-Homoserine pictures
  • $9.90
  • 2026-03-20
  • CAS:6027-21-0
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 5tons
  • D-Homoserine
  • D-Homoserine pictures
  • $6.00
  • 2025-05-26
  • CAS:6027-21-0
  • Min. Order: 1kg
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D-Homoserine Basic information
Product Name:D-Homoserine
Synonyms:D-HOMOSERINE, 98% (97% EE/GLC);Boc-(S)-Homoserine;(R) HOMOSERINE;(R)-(+)-2-AMINO-4-HYDROXYBUTYRIC ACID;(R)-2-AMINO-4-HYDROXYBUTYRIC ACID;D-2-Amino-4-hydroxybutanoic acid;D-2-AMINO-4-HYDROXYBUTYRIC ACID;D-HOMOSERINE
CAS:6027-21-0
MF:C4H9NO3
MW:119.12
EINECS:611-961-6
Product Categories:amino acids;Pyridines
Mol File:6027-21-0.mol
D-Homoserine Structure
D-Homoserine Chemical Properties
Melting point 205 °C (dec.) (lit.)
alpha 9 º ((c=5, H2O))
Boiling point 368.7±32.0 °C(Predicted)
density 1.312±0.06 g/cm3(Predicted)
refractive index 8.0 ° (C=2, H2O)
storage temp. Sealed in dry,Room Temperature
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form powder to crystal
pka2.21±0.10(Predicted)
color White to Orange to Green
Water Solubility Soluble
BRN 1721680
InChIInChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m1/s1
InChIKeyUKAUYVFTDYCKQA-GSVOUGTGSA-N
SMILESC(O)(=O)[C@@H](CCO)N
LogP-1.289 (est)
CAS DataBase Reference6027-21-0(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
10
HS Code 29225090
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
D-Homoserine Usage And Synthesis
Chemical PropertiesWhite to lightbyellow crystalline powder
Usespeptide synthesis
DefinitionChEBI: The D-enantiomer of homoserine.
Biochem/physiol ActionsD-Homoserine is used for the synthesis of bacterial polysaccharids such as the O-antigen of Acinetobacter lwoffii EK30A. D-Homoserine is used to produce atypical serine protease(s) for mechanism studies.
Synthesis
D-Methionine

348-67-4

D-Homoserine

6027-21-0

The general procedure for the synthesis of D-homoserine from D-methionine was as follows: D-methionine (1) (25.0 g, 167.5 mmol, 1 eq.) was suspended in a mixed H2O/MeOH solvent (466 mL/66 mL) according to the literature method, followed by the addition of methyl iodide (25.2 mL, 405.4 mmol, 2.4 eq.). The resulting suspension was stirred vigorously at room temperature for 48 hours. Upon completion of the reaction, the volume of the reaction mixture was concentrated to one-third of the original volume by vacuum evaporation, while the excess methyl iodide was removed. To the remaining reaction mixture was added water (155 mL) followed by NaHCO3 (14.07 g, 167.5 mmol, 1 equiv). The resulting solution was refluxed for 15 hours and then cooled to room temperature. The solvent was removed under vacuum to give a thick syrupy substance. The syrupy substance was dissolved in water (45 mL) under heating, followed by sequential addition of acetone (90 mL) and ethanol (1000 mL), and a white solid precipitate was observed. The precipitate was filtered and dried under vacuum to give a white solid of the target product D-homoserine (2). Yield: 9.9 g (83 mmol, 50% yield). Melting point: 202°C. 1H NMR (300 MHz, D2O): δ = 1.92-1.78 (m, 1H, 3-CH), 2.09-2.92 (m, 1H, 3-CH), 3.65-3.58 (m, 2H, 4-CH2), 3.68 (dd, 3JH,H = 4.8, 3JH,H = 7.5 Hz, 1H, 2-CH ).13C NMR (75 MHz, D2O): δ = 32.1 (s, 3-C), 53.3 (s, 2-C), 58.5 (s, 4-C), 174.5 (s, 1-C).HRMS (ESI+, MeOH): m/z = 142.0468 [M + Na]+ with a calculated value of 142.0475 for C4H9NO3Na.

References[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 19, p. 5168 - 5181
[2] Tetrahedron, 1988, vol. 44, # 2, p. 637 - 642
D-Homoserine Preparation Products And Raw materials
Raw materialsD-fucosylamine-->D-Galactose-->D-Methionine-->Methanol-->Iodomethane-->Water
Preparation ProductsD-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]- (9CI)
Tag:D-Homoserine(6027-21-0) Related Product Information
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