- Boc-D-Dap-OH
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2026-07-06
- CAS:76387-70-7
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T+
- Boc-D-Dap-OH
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- $1.00
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2020-01-06
- CAS:76387-70-7
- Min. Order: 1g
- Purity: 98%
- Supply Ability: 100KG
- BOC-D-DAP-OH
-
- $1.00
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2019-08-06
- CAS:76387-70-7
- Min. Order: 1KG
- Purity: 98%
- Supply Ability: 10KG
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| | BOC-D-DAP-OH Basic information |
| Product Name: | BOC-D-DAP-OH | | Synonyms: | N-ALPHA-BOC-D-2,3-DIAMINOPROPIONIC ACID;N-ALPHA-BOC-D-DIAMINOPROPIONIC ACID;N-ALPHA-BOC-(R)-2,3-DIAMINOPROPIONIC ACID;N-ALPHA-TERT-BUTYLOXYCARBONYL-D-2,3-DIAMINOPROPIONIC ACID;N-ALPHA-T-BUTOXYCARBONYL-D-2,3-DIAMINOPROPIONIC ACID;N-T-BOC-BETA-AMINO-D-ALANINE;N-t-BOC-?amino-D-alanine;N-α-Boc-D-2,3-diaminopropionic acid | | CAS: | 76387-70-7 | | MF: | C8H16N2O4 | | MW: | 204.22 | | EINECS: | 1533716-785-6 | | Product Categories: | | | Mol File: | 76387-70-7.mol |  |
| | BOC-D-DAP-OH Chemical Properties |
| Melting point | 200-203℃ | | Boiling point | 364.4±37.0 °C(Predicted) | | density | 1.189±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | pka | 2.88±0.16(Predicted) | | form | solid | | color | White | | Optical Rotation | Consistent with structure | | InChI | InChI=1S/C8H16N2O4/c1-8(2,3)14-7(13)10-5(4-9)6(11)12/h5H,4,9H2,1-3H3,(H,10,13)(H,11,12)/t5-/m1/s1 | | InChIKey | KRJLRVZLNABMAT-RXMQYKEDSA-N | | SMILES | C(O)(=O)[C@@H](CN)NC(OC(C)(C)C)=O |
| HazardClass | IRRITANT | | HS Code | 29225090 |
| | BOC-D-DAP-OH Usage And Synthesis |
| Chemical Properties | White to off-white powder | | Uses | N(alpha)-Boc-D-2,3-diaminopropionic acid is used as pharmaceutical intermediate. | | Synthesis | N-Boc-L-asparagine (13; 3.48 g, 15 mmol) was used as starting material, which was co-dissolved with PIDA (5.81 g, 18 mmol) in a solvent mixture of EtOAc, MeCN, and H2O (2:2:1, v/v, total volume 62.5 mL). The reaction was carried out at 16°C for 30 min. Subsequently, the reaction system was slowly warmed to room temperature and stirring was continued for 4 hours. A precipitate was generated during the reaction, which was collected by filtration and dried to afford the target product (R)-3-amino-2-((tert-butoxycarbonyl)amino)propionic acid in a yield of 2.02 g (66% yield, 9.89 mmol) as a colorless solid with a melting point of 211-213 °C (literature value 216 °C). The product was confirmed by 1H NMR (500 MHz, DMSO-d6): δ= 1.40 [s, 9H, C(CH3)3], 2.76 (dd, 3J = 9.2 Hz, 2J = 11.8 Hz, 1H, CH2), 3.06 (dd, 3J = 5.1 Hz, 2J = 11.8 Hz, 1H, CH2), 3.65-3.69 (m 1H, COCH), 6.08 (s, 1H, OCONH). No proton signals were observed for the COOH and NH2 groups.13C NMR (125 MHz, DMSO-d6) data: δ = 28.3, 40.8, 51.1, 78.2, 155.2, 171.2. LC-MS (ESI) analysis showed 100% purity of the product; m/z = 205.19 ([M + H]+), 203.09 ([ M - H]-). HRMS (ESI+) analysis results: calculated value C8H16N2O4 ([M + H]+) m/z = 205.1183; measured value: 205.1177. | | References | [1] Organic and Biomolecular Chemistry, 2015, vol. 13, # 6, p. 1629 - 1633
[2] Chemical Communications, 2011, vol. 47, # 4, p. 1198 - 1200
[3] Journal of Organic Chemistry, 2012, vol. 77, # 13, p. 5696 - 5704
[4] Synlett, 2008, # 4, p. 513 - 516
[5] Journal of Peptide Science, 2017, vol. 23, # 3, p. 202 - 214 |
| | BOC-D-DAP-OH Preparation Products And Raw materials |
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