- Boc-Aib-OH
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2026-09-11
- CAS:30992-29-1
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T+
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| | Boc-Aib-OH Basic information |
| Product Name: | Boc-Aib-OH | | Synonyms: | RARECHEM EM WB 0052;BOC-alpha-Methylalanine,98%;N-BOC-2-AMINOISOBUTYRIC ACID;N-ALPHA-T-BUTOXYCARBONYL-ALPHA-AMINOISOBUTYRIC ACID;2-Methyl-2-(tert-butoxycarbonylamino)propionic acid;N-(tert-Butoxycarbonyl)-2-methylalanine;N-(tert-Butoxycarbonyl)-2-methyl-L-alanine;IFLAB-BB F2108-0194 | | CAS: | 30992-29-1 | | MF: | C9H17NO4 | | MW: | 203.24 | | EINECS: | 250-421-0 | | Product Categories: | Amino Acids | | Mol File: | 30992-29-1.mol |  |
| | Boc-Aib-OH Chemical Properties |
| Melting point | 118-122 °C | | Boiling point | 341.54°C (rough estimate) | | density | 1.1886 (rough estimate) | | refractive index | 1.4315 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | | form | Crystalline Powder | | pka | 4.11±0.10(Predicted) | | color | White | | BRN | 1953772 | | Major Application | peptide synthesis | | InChI | InChI=1S/C9H17NO4/c1-8(2,3)14-7(13)10-9(4,5)6(11)12/h1-5H3,(H,10,13)(H,11,12) | | InChIKey | VLHQXRIIQSTJCQ-LURJTMIESA-N | | SMILES | C(O)(=O)[C@](C)(C)NC(OC(C)(C)C)=O | | CAS DataBase Reference | 30992-29-1(CAS DataBase Reference) |
| Safety Statements | 24/25 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29241990 | | Storage Class | 11 - Combustible Solids |
| | Boc-Aib-OH Usage And Synthesis |
| Chemical Properties | white crystalline powder | | Uses | Boc-α-Methylalanine is used as a catalyst in the preparation of 2-benzopyranone derivatives (isocoumarin) as well as arylbenzeneacetic acids. | | reaction suitability | reaction type: Boc solid-phase peptide synthesis | | Synthesis | The general procedure for the synthesis of 2-((tert-butoxycarbonyl)amino)-2-methylpropionic acid from di-tert-butyl dicarbonate and 2-aminoisobutyric acid is as follows:
Preparation of Example 26: 2-(tert-butoxycarbonylamino)-2-methylpropionic acid
200 mg (1.94 mmol) of 2-amino-2-methylpropionic acid was dissolved in a solvent mixture of 8.0 mL of 1.0 N NaOH solution and 8.0 mL of 1,4-dioxane, followed by the addition of 846 mg (3.88 mmol) of di-tert-butyl dicarbonate (Boc2O). The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, 1,4-dioxane was removed by distillation under reduced pressure. The residue was adjusted to pH 3 with 1N HCl solution and then extracted with 320 mL of ethyl acetate. The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 315 mg of the white solid product 2-(tert-butoxycarbonylamino)-2-methylpropanoic acid in 80% yield.
The product was characterized by 1H NMR (400 MHz, CDCl3): δ 5.07 (brs, 1H), 1.54 (s, 6H), 1.45 (s, 9H). | | References | [1] Bulletin of the Chemical Society of Japan, 1987, vol. 60, # 4, p. 1391 - 1397
[2] Angewandte Chemie - International Edition, 2018, vol. 57, # 20, p. 5679 - 5683
[3] Angew. Chem., 2018, vol. 130, p. 5781 - 5785,5
[4] Patent: US2015/210635, 2015, A1. Location in patent: Paragraph 0502-0504
[5] Patent: EP2865664, 2015, A1. Location in patent: Paragraph 0118; 0119 |
| | Boc-Aib-OH Preparation Products And Raw materials |
| Raw materials | Carbonofluoridic acid, 1,1-dimethylethyl ester-->2-Aminoisobutyric Acid-->tert-butyl azidoformate-->Propanoic acid, 2-isocyanato-2-methyl-, methyl ester-->AMINOISOBUTYRIC ACID HYDROCHLORIDE-->Propanedioic acid, 2-oxo-, 1,3-bis(1,1-dimethylethyl) ester-->tert-butyl 2-formylpropan-2-ylcarbamate-->N - (tert - butoxycarbonyl) - ± - Methylalanine Methyl ester-->2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile-->N-BOC-2-AMINO-2-METHYL-1-PROPANOL 97-->Di-tert-butyl dicarbonate | | Preparation Products | CarbaMic acid, [1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]propyl]-, 1,1-diMethylethyl ester, (S)- |
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