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
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
Safety
- HS Code
- 2924297099
N-Bromosuccinimide Price
- Product number
- B6192
- Product name
- (tert-Butoxycarbonyl)-D-homoserine
- Packaging
- 1G
- Price
- $92
- Updated
- 2025/07/31
- Product number
- B6192
- Product name
- (tert-Butoxycarbonyl)-D-homoserine
- Packaging
- 5G
- Price
- $367
- Updated
- 2025/07/31
- Product number
- OR916500
- Product name
- Boc-d-homoserine
- Packaging
- 1g
- Price
- $105
- Updated
- 2021/12/16
- Product number
- 4158-1-91
- Product name
- Boc-d-homoserine
- Packaging
- 1g
- Price
- $116
- Updated
- 2021/12/16
- Product number
- CS-W018574
- Product name
- Boc-D-Homoserine
- Packaging
- 5g
- Price
- $123
- Updated
- 2021/12/16
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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