D-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]- (9CI)

Product Name: D-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]- (9CI)
CAS No.: 745011-75-0
Chemical Name: D-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]- (9CI)
Synonyms: Boc-D-Hse-OH;Boc-D-Homoser-OH;N-Boc-D-homoserine;4-Pyrimidinol,2-methoxy-7-methyl-;(tert-Butoxycarbonyl)-D-homoserine;D-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]-;D-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]- (9CI);(R)-2-((tert-Butoxycarbonyl)amino)-4-hydroxybutanoicacid;(2R)-2-{[(tert-butoxy)carbonyl]amino}-4-hydroxybutanoic acid
CBNumber: CB61061178
Molecular Formula: C9H17NO5
Formula Weight: 219.24
MOL File: 745011-75-0.mol

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D-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]- (9CI) Property

Boiling point:: 421.6±40.0 °C(Predicted)
Density: 1.204±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: 3.87±0.10(Predicted)
form: solid
color: White
optical activity: Consistent with structure

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Safety

HS Code: 2924297099

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

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

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N-Bromosuccinimide Price

TCI Chemical

Product number: B6192
Product name: (tert-Butoxycarbonyl)-D-homoserine
Packaging: 1G
Price: $92
Updated: 2025/07/31

TCI Chemical

Product number: B6192
Product name: (tert-Butoxycarbonyl)-D-homoserine
Packaging: 5G
Price: $367
Updated: 2025/07/31

Apolloscientific

Product number: OR916500
Product name: Boc-d-homoserine
Packaging: 1g
Price: $105
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4158-1-91
Product name: Boc-d-homoserine
Packaging: 1g
Price: $116
Updated: 2021/12/16

AK Scientific

Product number: CS-W018574
Product name: Boc-D-Homoserine
Packaging: 5g
Price: $123
Updated: 2021/12/16

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D-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]- (9CI) Chemical Properties,Usage,Production

Uses

Boc-D-Homoserine is a serine derivative[1].

Synthesis

6027-21-0

24424-99-5

745011-75-0

General procedure for the synthesis of (R)-2-((tert-butoxycarbonyl)amino)-4-hydroxybutyric acid from D-homoserine and di-tert-butyl dicarbonate: 1N NaOH (7.5 mL) was added to an ethanol-water (2:1, 21 mL) solution of D-homoserine (0.9 g, 7.5 mmol, 1 eq.), followed by di-tert-butyl dicarbonate (1.81 g, 8.3 mmol, 1.1 equiv) and THF (7 mL). The reaction mixture was stirred at room temperature for 16 hours. After the reaction was completed, the reaction mixture was extracted with diethyl ether (2 x 30 mL). The aqueous layer was cooled to 0 °C, acidified to pH 2 with 1N HCl and extracted with ethyl acetate (4 × 30 mL). The organic layers were combined and dried with Na2SO4. The solvent was concentrated under reduced pressure and the crude product was purified by column chromatography (cyclohexane/ethyl acetate, 1:1) to afford (R)-2-((tert-butoxycarbonyl)amino)-4-hydroxybutyric acid (3a) as a colorless oil. Yield: 1.35 g (6.1 mmol, 81%).1H NMR (300 MHz, D2O): δ = 1.38 (s, 9H, tert-butyl-CH3), 1.83-1.67 (m, 1H, 3-CH), 2.05-1.87 (m, 1H, 3-CH), 3.68-3.54 (m, 2H, 4-CH2), 3.97 ( dd, J = 4.7, 9.2 Hz, 1H, 2-CH).13C NMR (75 MHz, D2O): δ = 27.6 (tert-butyl-C), 33.8 (3-C), 52.7 (2-C), 58.3 (4-C), 81.0 (tert-butoxy-C), 157.6 (carbonyl-C), 179.0 (carboxy-C).HRMS ( ESI+, MeOH): m/z = 242.1002 [M + Na]+ (calculated value C9H17NO5Na+: 242.0999).

References

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368

D-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]- (9CI) Preparation Products And Raw materials

Raw materials

Preparation Products

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745011-75-0, D-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]- (9CI)Related Search:

D-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]- (9CI)

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N-Boc-D-homoserine

(2R)-2-{[(tert-butoxy)carbonyl]amino}-4-hydroxybutanoic acid

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745011-75-0

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