- Boc-Asp(OBzl)-OH
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- $0.00 / 1Box
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2025-07-08
- CAS:7536-58-5
- Min. Order: 1Box
- Purity: 99%
- Supply Ability: 200kg
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| | Boc-L-aspartic acid 4-benzyl ester Basic information |
| | Boc-L-aspartic acid 4-benzyl ester Chemical Properties |
| Melting point | 98-102 °C(lit.) | | alpha | -20 º (c=2, DMF) | | Boiling point | 461.82°C (rough estimate) | | density | 1.1728 (rough estimate) | | refractive index | -20 ° (C=2, DMF) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | almost transparency in N,N-DMF | | pka | 3.65±0.23(Predicted) | | form | Powder | | color | White to off-white | | Optical Rotation | [α]20/D 20.0±1°, c = 2% in DMF | | BRN | 2064127 | | InChI | InChI=1S/C16H21NO6/c1-16(2,3)23-15(21)17-12(14(19)20)9-13(18)22-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,21)(H,19,20)/t12-/m0/s1 | | InChIKey | SOHLZANWVLCPHK-LBPRGKRZSA-N | | SMILES | C(O)(=O)[C@H](CC(OCC1=CC=CC=C1)=O)NC(OC(C)(C)C)=O | | CAS DataBase Reference | 7536-58-5(CAS DataBase Reference) | | EPA Substance Registry System | N-tert-Butoxycarbonyl-L-aspartic acid .beta.-benzyl ester (7536-58-5) |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | TSCA | Yes | | HS Code | 2924 29 70 | | HazardClass | IRRITANT |
| | Boc-L-aspartic acid 4-benzyl ester Usage And Synthesis |
| Chemical Properties | white to off-white powder | | Uses | N-?[(1,?1-?Dimethylethoxy)?carbonyl]?-?L-?Aspartic acid 4-?(Phenylmethyl) Ester is L-Aspartic Acid (A790024) with side chain and N-terminus protected. L-Aspartic Acid is a non-essential amino acid found in food sources. | | reaction suitability | reaction type: Boc solid-phase peptide synthesis | | Synthesis | The general procedure for the synthesis of (S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid from di-tert-butyl dicarbonate and L-aspartic acid-4-benzyl ester is as follows: in a round-bottomed flask, L-aspartic acid-4-benzyl ester (79.7 g, 357 mmol), sodium bicarbonate (60 g, 714.2 mmol), water (700 mL), and tetrahydrofuran (550 mL). The reaction system was cooled to 0 °C, followed by the slow addition of di-tert-butyl dicarbonate (105 g, 481 mmol) to the reaction vial. After the dropwise addition, the reaction was kept at 0 °C for half an hour, then slowly warmed up to room temperature and continued stirring for 12 hours. After completion of the reaction, tetrahydrofuran was removed by distillation under reduced pressure. The aqueous phase was washed with ethyl acetate (20 mL), followed by adjusting the pH with 10% aqueous citric acid (10 mL) to 1. The aqueous phase was extracted with ethyl acetate (200 mL x 2) and the organic phases were combined. The organic phase was washed sequentially with saturated saline (100 mL × 2) and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure to give a white solid product (104 g, 90% yield). | | References | [1] Patent: CN106866502, 2017, A. Location in patent: Paragraph 0230-0234
[2] Organic Syntheses, 1985, vol. 63, p. 160 - 160
[3] Tetrahedron Letters, 1991, vol. 32, # 45, p. 6637 - 6640
[4] Asian Journal of Chemistry, 2014, vol. 26, # 19, p. 6541 - 6548
[5] Journal of the American Chemical Society, 2004, vol. 126, # 42, p. 13612 - 13613 |
| | Boc-L-aspartic acid 4-benzyl ester Preparation Products And Raw materials |
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