[1-(TERT-BUTOXYCARBONYLAMINO-METHYL)-CYCLOHEXYL]-ACETIC ACID
![[1-(TERT-BUTOXYCARBONYLAMINO-METHYL)-CYCLOHEXYL]-ACETIC ACID Structure](CAS/GIF/227626-60-0.gif)
- CAS No.
- 227626-60-0
- Chemical Name:
- [1-(TERT-BUTOXYCARBONYLAMINO-METHYL)-CYCLOHEXYL]-ACETIC ACID
- Synonyms
- BOC-GPN;BOC-GABAPENTIN;Gabapentin N-t-Butyloxycarbonyl;N-rt-Butyloxycarbonyl Gabapentin;BOC-1-AMINOMETHYL-CYCLOHEXANE ACETIC ACID;2-N-BOC-AMINOMETHYL-2-CYCLOHEXYLACETIC ACID;Boc-2-(1-(aMinoMethyl)cyclohexyl)acetic acid;[1-(N-BOC-AMINOMETHYL)-CYCLOHEXYL]-ACETIC ACID;[1-(TERT-BUTOXYCARBONYLAMINO-METHYL)-CYCLOHEXYL]-ACETIC ACID;2-(1-(((tert-Butoxycarbonyl)amino)methyl)cyclohexyl)acetic acid
- CBNumber:
- CB7768192
- Molecular Formula:
- C14H25NO4
- Molecular Weight:
- 271.35
- MDL Number:
- MFCD03839829
- MOL File:
- 227626-60-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| [1-(N-BOC-AMINOMETHYL)-CYCLOHEXYL]-ACETIC ACID 97% | 46657 | 5G | $117 |
| [1-(N-BOC-AMINOMETHYL)-CYCLOHEXYL]-ACETIC ACID 97% | 46657 | 25G | $397 |
| [1-(N-BOC-AMINOMETHYL)-CYCLOHEXYL]-ACETIC ACID 97% | 46657 | 100G | $977 |
| N-rt-Butyloxycarbonyl Gabapentin | 005410 | 250mg | $418 |
| N-rt-ButyloxycarbonylGabapentin | B693565 | 50mg | $50 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319 |
| Precautionary statements | P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330 |
| HazardClass | IRRITANT |
| HS Code | 29225090 |
[1-(TERT-BUTOXYCARBONYLAMINO-METHYL)-CYCLOHEXYL]-ACETIC ACID price More Price(21)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| AstaTech | 46657 | [1-(N-BOC-AMINOMETHYL)-CYCLOHEXYL]-ACETIC ACID 97% | 227626-60-0 | 5G | $117 | 2026-04-30 | Buy |
| AstaTech | 46657 | [1-(N-BOC-AMINOMETHYL)-CYCLOHEXYL]-ACETIC ACID 97% | 227626-60-0 | 25G | $397 | 2026-04-30 | Buy |
| AstaTech | 46657 | [1-(N-BOC-AMINOMETHYL)-CYCLOHEXYL]-ACETIC ACID 97% | 227626-60-0 | 100G | $977 | 2026-04-30 | Buy |
| Usbiological | 005410 | N-rt-Butyloxycarbonyl Gabapentin | 227626-60-0 | 250mg | $418 | 2021-12-16 | Buy |
| TRC | B693565 | N-rt-ButyloxycarbonylGabapentin | 227626-60-0 | 50mg | $50 | 2021-12-16 | Buy |
[1-(TERT-BUTOXYCARBONYLAMINO-METHYL)-CYCLOHEXYL]-ACETIC ACID Chemical Properties,Uses,Production
Chemical Properties
White powder
Uses
Protected Gabapentin (G117250). Amino acid structurally related to γ-Aminobutyric Acid (GABA), designed to cross the blood brain barrier. Used as an anticonvulsant.
Synthesis
24424-99-5
60142-96-3
![[1-(TERT-BUTOXYCARBONYLAMINO-METHYL)-CYCLOHEXYL]-ACETIC ACID](/CAS/GIF/227626-60-0.gif)
227626-60-0
Example 39: Synthesis of [1-(tert-butoxycarbonylamino - methyl) - cyclohexyl] - acetic acid; 2-(1-(aminomethyl)cyclohexyl)acetic acid (10.0 g, 58.4 mmol) was dissolved in tetrahydrofuran (280 mL) and 1N sodium hydroxide solution (128.5 mL) was added. The reaction mixture was cooled to 0°C and di-tert-butyl dicarbonate (14.0 g, 1.1 eq.) was added in batches under vigorous stirring. The reaction mixture was allowed to warm slowly to room temperature and stirred overnight. Subsequently, the tetrahydrofuran was removed by evaporation and the aqueous layer was washed with ethyl acetate (3 x 50 mL). The aqueous layer was acidified with potassium dihydrogen phosphate (44 g) and foam generation was observed. Gradually, the foam was replaced by a white precipitate. Stirring of the mixture was continued for 2 hours, during which time potassium dihydrogen phosphate (1 g) was slowly added. The precipitate was collected by filtration and washed with water to afford the target product 2-(1-(((tert-butoxycarbonyl)amino)methyl)cyclohexyl)acetic acid (15.2 g, 96% yield). Mass spectrum (MS): 272.1 (corresponds to C14H25NO4, [M+H]+); Melting point: 181 °C (decomposition); Elemental analysis (C14H25NO4) (calculated values) C: 59.52, H: 9.36, N: 4.76; (measured values) C: 59.51, H: 9.03, N: 4.87. IR spectrum (KBr, cm-1): 3413, 3054, 2933 (broad peaks), 1709, 1666, 1531, 1248; 1H NMR (CDCl3) δ 1.27-1.58 (multiple peaks, 19H), 2.29 (single peak, 2H), 3.12 (double peaks, 2H, J = 6.8 Hz), 4.97 (broad peak, 1H).
References
[1] Patent: EP1157000, 2005, B1
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 4, p. 1479 - 1486
[3] Patent: WO2016/123533, 2016, A1. Location in patent: Page/Page column 40
[4] Patent: US2006/46967, 2006, A1. Location in patent: Page/Page column 134
[5] Patent: US2003/176504, 2003, A1
[1-(TERT-BUTOXYCARBONYLAMINO-METHYL)-CYCLOHEXYL]-ACETIC ACID Preparation Products And Raw materials
Raw materials
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Preparation Products
[1-(TERT-BUTOXYCARBONYLAMINO-METHYL)-CYCLOHEXYL]-ACETIC ACID Suppliers
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