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- Boc-Asp(OtBu)-OH
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2026-10-13
- CAS:1676-90-0
- Min. Order: 1KG
- Purity: 98%min
- Supply Ability: 500kgs
- Boc-L-Asp(Otbu)-OH
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2026-09-30
- CAS:1676-90-0
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T+
- Boc-Asp(otBu)-OH
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2022-02-10
- CAS:1676-90-0
- Min. Order: 1KG
- Purity: 98.7%
- Supply Ability: 100 tons
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| | Boc-L-aspartic acid 4-tert-butyl ester Basic information |
| | Boc-L-aspartic acid 4-tert-butyl ester Chemical Properties |
| Melting point | 64-67 °C | | alpha | 2 º (c=1% in MeOH) | | Boiling point | 432.6±40.0 °C(Predicted) | | density | 1.139±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | Soluble in methanol and dimethyl sulfoxide. | | form | Powder | | pka | 3.69±0.23(Predicted) | | color | White | | Optical Rotation | [α]20/D +2.0±0.4°, c = 1% in methanol | | BRN | 2336144 | | Major Application | peptide synthesis | | InChI | InChI=1S/C13H23NO6/c1-12(2,3)19-9(15)7-8(10(16)17)14-11(18)20-13(4,5)6/h8H,7H2,1-6H3,(H,14,18)(H,16,17)/t8-/m0/s1 | | InChIKey | PHJDCONJXLIIPW-QMMMGPOBSA-N | | SMILES | C(O)(=O)[C@H](CC(OC(C)(C)C)=O)NC(OC(C)(C)C)=O | | CAS DataBase Reference | 1676-90-0(CAS DataBase Reference) |
| Safety Statements | 24/25 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29241990 | | Storage Class | 11 - Combustible Solids |
| | Boc-L-aspartic acid 4-tert-butyl ester Usage And Synthesis |
| Uses | It is used in the preparation of highly selective thrombin inhibitors. Also used in the preparation of thiopeptides and thioacylating agents. | | reaction suitability | reaction type: Boc solid-phase peptide synthesis | | Synthesis | 2.1. Preparation of Boc-Asp(O-tBu)-NCA (II-a)
The method involves the main chain cyclization of a free carboxylic acid in which the amine functional group is protected by Boc. First, (Boc)2-Asp(Ot-Bu)-OH (VII-a) needs to be prepared. The specific steps are as follows:
1. esterify the α-carboxylic acid of Boc-Asp(Ot-Bu)-OH (Va) to benzyl ester (VI-a).
2. reaction with Boc2O in the presence of DMAP to give the bis-Boc-protected amino compound (VII-a).
3. removal of the benzyl ester protecting group by hydrogenation to give (VIII-a).
Subsequent steps include cyclization with Vilsmeier salt protected amino acid (VIII-a). The optimum reaction conditions were in acetonitrile with the salt formed from DMF and oxalyl chloride. The final compound (II-a) was obtained in 90% yield. | | References | [1] Patent: US2010/16631, 2010, A1. Location in patent: Page/Page column 5-6
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 15, p. 4975 - 4978
[3] Patent: WO2017/24009, 2017, A1. Location in patent: Paragraph 0652
[4] Russian Journal of Bioorganic Chemistry, 1999, vol. 25, # 5, p. 283 - 287
[5] Bioorganicheskaya Khimiya, 1999, vol. 25, # 5, p. 323 - 328 |
| | Boc-L-aspartic acid 4-tert-butyl ester Preparation Products And Raw materials |
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