N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID

Product Name: N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID
CAS No.: 102507-13-1
Chemical Name: N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID
Synonyms: EOS-60980;BOC-S-SER(3,3ME2)-OH;Boc-3-hydroxy-L-Valine;BOC-L-SER(3,3-DIMETHYL);Boc-3-Methyl-L-threonine;N-Boc-3-hydroxy-L-valine;N-BOC-3-Methyl-L-threonine;(S)-Boc-beta-hydroxy-valine;N-Boc-3-hydroxy-L-valine,97%;N-Boc-3-hydroxy-L-valine, 97%
CBNumber: CB8106012
Molecular Formula: C10H19NO5
Formula Weight: 233.26
MOL File: 102507-13-1.mol

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N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID Property

Melting point:: 116-118℃
Boiling point:: 391.1±37.0 °C(Predicted)
Density: 1.175±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 3.62±0.10(Predicted)
color: White to Off-White

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Safety

Risk Statements: 36/37/38
Safety Statements: 26-36/37/39
HazardClass: IRRITANT
HS Code: 29225090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: B619270
Product name: N-Boc-3-hydroxy-L-valine
Packaging: 1g
Price: $410
Updated: 2021/12/16

Chem-Impex

Product number: 28687
Product name: Boc-(S)-2-amino-3-hydroxy-3-methylbutanoicacid,98%(Assay)
Purity: 98%(Assay)
Packaging: 1G
Price: $425.6
Updated: 2021/12/16

Matrix Scientific

Product number: 042078
Product name: Boc-(S)-2-amino-3-hydroxy-3-methylbutanoic acid
Packaging: 1g
Price: $510
Updated: 2021/12/16

Matrix Scientific

Product number: 042078
Product name: Boc-(S)-2-amino-3-hydroxy-3-methylbutanoic acid
Packaging: 500mg
Price: $305
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB29871
Product name: N-(tert-Butoxycarbonyl)-3-hydroxy-L-valine
Packaging: 250mg
Price: $140
Updated: 2021/12/16

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N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

N-Boc-3-hydroxy-L-valine is used as a reagent in the synthesis of metabolites of PPI-2458, which is a selective, irreversible inhibitor of methionine aminopeptidase-2 (MetAP2). N-Boc-3-hydroxy-L-valine is also used in the preparation of Boceprevir (B674500); an NS3 serine protease inhibitor of hepatitis C virus for the treatment of HCV infection.

Synthesis

473545-40-3

102507-13-1

The general procedure for the synthesis of (S)-2-((tert-butoxycarbonyl)amino)-3-hydroxy-3-methylbutanoic acid from tert-butyl (R)-(1,3-dihydroxy-3-methylbutan-2-yl)carbamate was as follows: 2,2,6,6-tetramethylpiperidinium 1-yloxy (TEMPO, 2.3 g, 15 mmol) was added to (R)-(1,3-dihydroxy-3-methyl tert-butyl (33.0 g, 150 mmol) carbamate in acetonitrile (750 mL) and sodium phosphate buffer (600 mL, 0.7 M, pH 6-7) and heated to 35 °C. Subsequently, sodium chlorite solution (34.2 g, dissolved in 150 mL of water) and dilute sodium hypochlorite solution (3 mL of commercial solution diluted in 100 mL of water, 60 drops total) were added dropwise simultaneously to the reaction mixture. The reaction mixture was stirred at 35°C overnight, cooled to room temperature, then the pH was adjusted to 3 with citric acid (~15 g), saturated with sodium chloride, and extracted with ethyl acetate (3 x 2 L). The organic phases were combined and concentrated under reduced pressure. The residue was dissolved in 1.5 L of 2 M sodium carbonate solution and washed with ethyl acetate (2 x 2 L). The aqueous layer was cooled to 0°C, the pH was adjusted to 3.0 with 2M phosphoric acid solution and saturated again with sodium chloride. Extracted with ethyl acetate (3×2L), the organic phases were combined, dried, filtered and concentrated under reduced pressure to give (S)-2-((tert-butoxycarbonyl)amino)-3-hydroxy-3-methylbutanoic acid (28.4 g, 81% yield) as a colorless solid. NMR (400 MHz, DMSO-d6): δ= 1.15 (s, 3H), 1.17 (s, 3H), 1.39 (s, 9H), 3.86 (d, J = 8.6 Hz, 1H), 6.52 (d, J = 8.9 Hz, 1H).

References

[1] Angewandte Chemie - International Edition, 2011, vol. 50, # 5, p. 1168 - 1170
[2] Journal of Organic Chemistry, 2018, vol. 83, # 13, p. 6977 - 6994
[3] Patent: WO2013/110643, 2013, A1. Location in patent: Paragraph 00108; 00109
[4] Chemical Communications, 2017, vol. 53, # 40, p. 5549 - 5552
[5] Nature Chemistry, 2010, vol. 2, # 4, p. 280 - 285

N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID Suppliers

China 89 France 1 Germany 2 India 4 United Kingdom 6 United States 19 Global 121

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View Lastest Price from N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID manufacturers

Career Henan Chemical Co

Product: N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID 102507-13-1
Price: US $100.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100KG
Release date: 2018-08-04

Career Henan Chemical Co

Product: N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID 102507-13-1
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 1000KG
Release date: 2018-08-12

102507-13-1, N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACIDRelated Search:

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102507-13-1

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