(R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate
- CAS No.
- 1306763-30-3
- Chemical Name:
- (R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate
- Synonyms
- TERT-BUTYL N-[(1R)-4-CYANO-2,3-DIHYDRO-1H-INDEN-1-YL]CARBAMATE;Ozanimod intermediate 1;(R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate;tert-butyl (R)-(4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate;( S )- tert - butyl (4- cyano -2,3- dihydro -1H- inden -1-y1) carbamate;Carbamic acid, N-[(1R)-4-cyano-2,3-dihydro-1H-inden-1-yl]-, 1,1-dimethylethyl ester
- CBNumber:
- CB93051606
- Molecular Formula:
- C15H18N2O2
- Molecular Weight:
- 258.32
- MDL Number:
- MFCD28502614
- MOL File:
- 1306763-30-3.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
(R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Matrix Scientific | 303509 | (R)-tert-Butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate | 1306763-30-3 | 250.00mg | $49 | 2026-05-19 | Buy |
| Matrix Scientific | 303509 | (R)-tert-Butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate | 1306763-30-3 | 1.00g | $176 | 2026-05-19 | Buy |
| Matrix Scientific | 303509 | (R)-tert-Butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate | 1306763-30-3 | 5.00g | $694 | 2026-05-19 | Buy |
| Synthonix | B18535 | (R)-tert-Butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate 97% | 1306763-30-3 | 100mg | $26 | 2026-05-06 | Buy |
| Synthonix | B18535 | (R)-tert-Butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate 97% | 1306763-30-3 | 250mg | $50 | 2026-05-06 | Buy |
(R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate Chemical Properties,Uses,Production
Uses
(R)-tert-Butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate is a useful reagent in the preparation of oxadiazoles as sphingosine 1 phosphate receptor modulators useful in the treatment of S1P1-associated diseases.
Synthesis
24424-99-5
1306763-29-0
1306763-30-3
At 0 °C, (R)-1-amino-2,3-dihydro-1H-indene-4-carbonitrile hydrochloride (INT-50, 11.6 g, 59.6 mmol) was dissolved in dichloromethane (DCM, 100 mL) and triethylamine (TEA, 12.0 mL, 131.0 mmol) was added. Subsequently, a solution of di-tert-butyl dicarbonate (Boc anhydride, 14.3 g, 65.6 mmol) in DCM (30 mL) was slowly added to the reaction system. The reaction mixture was stirred at room temperature for 1.5 hours. Upon completion of the reaction, the reaction mixture was washed with brine and the organic layer was dried over anhydrous magnesium sulfate (MgSO4) and filtered. Additional DCM was added to the filtrate to a total volume of 250 mL and activated carbon (Norit, 4.5 g) was added. The mixture was refluxed for 15 minutes and then filtered through a diatomaceous earth/silica pad while hot. The filtrate was concentrated and recrystallized by ethyl acetate (EA, 50 mL) and hexane (150 mL) to afford 12.93 g (84% yield) of tert-butyl (R)-(4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate (INT-52) as an off-white solid.Calculated values for LCMS-ESI (m/z): C15H18N2O2 were 258.3; measured value was 281.1 [M+Na]+, retention time (tR) = 3.45 min. Elemental analysis results (C15H18N2O2): calculated C=69.74%, H=7.02%, N=10.84%; measured C=69.98%, H=7.14%, N=10.89%.1H NMR (400MHz, CDCl3) δ: 7.64-7.49 (m, 2H), 7.34 (dt, J=7.7, 3.8Hz, 1H). 3.8 Hz, 1H), 5.36-5.20 (m, 1H), 4.78 (d, J=6.8 Hz, 1H), 3.20 (ddd, J=16.9,8.9,3.3 Hz, 1H), 3.02 (dt, J=25.4,8.4 Hz, 1H), 2.82-2.53 (m, 1H), 1.88 (dq, J=13.2 ,8.6Hz, 1H), 1.55-1.44 (m, 9H).13C NMR (101MHz, DMSO) δ: 155.52, 146.68, 146.32, 130.89, 128.70, 127.63, 117.51, 107.76, 77.98, 55.09, 31.88, 29.11. 28.19. Chiral HPLC analysis: tert-butyl (R)-4-cyano-2,3-dihydro-1H-inden-1-ylcarbamate showed an enantiomeric excess (ee) of >99.9% and a retention time (tR) = 19.36 min, using a hexane solution of 2.5% ethanol as eluent.
References
[1] Patent: WO2011/60389, 2011, A1. Location in patent: Page/Page column 92-93
[2] Patent: WO2015/66515, 2015, A1. Location in patent: Page/Page column 78-79
[3] Patent: WO2018/64356, 2018, A1. Location in patent: Page/Page column 57
(R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Boyle Chemical Co., Ltd. | sales@boylechem.com | China | 2915 | 55 | |
| ShangHai Caerulum Pharma Discovery Co., Ltd. | 18149758185 18149758185 | sales-cpd@caerulumpharma.com | China | 3493 | 58 |
| Hygeia (Chengdu) pharmaceutical technique Co., Ltd | 028-84502008 13568869383 | sales@hygeiapharm.com | China | 291 | 55 |
| Taizhou Tongxin Bio-Tech Co., Ltd | 0523-86818997 18652728585 | sales@allyrise.com | China | 2986 | 60 |
| LABTER PHARMATECH(BEIJING) CO.,LTD | 010-56330744 18310155299 | sales@labter.com.cn | China | 19999 | 55 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Changzhou PBpharmaceutical R&D Co.,Ltd | 086-0519-83990708 18915800124 | info@pbpharm.com | China | 480 | 55 |
| BioPharmaMatrix,Inc. | 0510-86010668 13395169561; | sales@biopharmamatrix.com | China | 4975 | 55 |
| Shanghai Chaolan Chemical Technology Center | QQ：65489617 13301690235 | Sales@ATKchemical.com | China | 9699 | 58 |
| Hangzhou Chemtrue Bio-Tech Co.,Ltd. | 19967494293 | sales@chemtrue-bio.com | China | 303 | 58 |
View Lastest Price from (R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2019-12-20 | (S)-tert-butyl(4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate
1306763-30-3
|
$1.00 | 1g | 99% | Career Henan Chemical Co |
-
- (S)-tert-butyl(4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate
1306763-30-3
- $1.00
- 99%
- Career Henan Chemical Co
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