tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate
- CAS No.
- 215917-99-0
- Chemical Name:
- tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate
- Synonyms
- 3(R)-HYDROXYMETHYL-4-BOCMORPHOLINE;(R)-4-Boc-3-hydroxymethylmorpholine;(R)-N-Boc-3-Hydroxymethylmorpholine;(R)-3-HydroxyMethyl-4-boc-Morpholine;(3R)-3-(hydroxymethyl)morpholine-4-carboxylate;(R)-4-Boc-(3-Hydroxymethyl)morpholine - [B22360];(R)-tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate;tert-butyl (R)-3-(hydroxymethyl)morpholine-4-carboxylate;tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate;(R)-3-Hydroxymethylmorpholine-4-carboxylic Acid tert-Butyl Ester
- CBNumber:
- CB3720000
- Molecular Formula:
- C10H19NO4
- Molecular Weight:
- 217.26
- MDL Number:
- MFCD06799477
- MOL File:
- 215917-99-0.mol
| Boiling point | 320.7±27.0 °C(Predicted) |
|---|---|
| Density | 1.118±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| pka | 14.85±0.10(Predicted) |
| Appearance | White to off-white Solid |
| optical activity | Consistent with structure |
| InChI | InChI=1S/C10H19NO4/c1-10(2,3)15-9(13)11-4-5-14-7-8(11)6-12/h8,12H,4-7H2,1-3H3/t8-/m1/s1 |
| InChIKey | AIQSXVGBMCJQAG-MRVPVSSYSA-N |
| SMILES | N1(C(OC(C)(C)C)=O)CCOC[C@H]1CO |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H332-H335 |
| Precautionary statements | P261-P280-P305+P351+P338 |
| HS Code | 2934999090 |
tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate price More Price(39)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TRC | H946470 | (R)-3-Hydroxymethylmorpholine-4-carboxylicAcidtert-ButylEster | 215917-99-0 | 250mg | $525 | 2021-12-16 | Buy |
| TRC | H946470 | (R)-3-Hydroxymethylmorpholine-4-carboxylicAcidtert-ButylEster | 215917-99-0 | 500mg | $970 | 2021-12-16 | Buy |
| Medical Isotopes, Inc. | 14873 | (R)-tert-butyl3-(hydroxymethyl)morpholine-4-carboxylate | 215917-99-0 | 1g | $1700 | 2021-12-16 | Buy |
| Matrix Scientific | 073929 | (R)-4-Boc-(3-Hydroxymethyl)morpholine 95+% | 215917-99-0 | 5g | $930 | 2021-12-16 | Buy |
| Apolloscientific | OR308156 | tert-Butyl(3R)-3-(hydroxymethyl)morpholine-4-carboxylate | 215917-99-0 | 5g | $940 | 2021-12-16 | Buy |
tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate Chemical Properties,Uses,Production
Uses
An intermediate of BMS-599626, a selective and orally efficacious inhibitor of human epidermal growth factor receptor 1 and 2 kinases.
Synthesis
714971-27-4
24424-99-5
215917-99-0
General procedure: [R-(4-benzylmorpholin-3-yl)]-methanol hydrochloride (1 eq.), aqueous K3PO4 (4.6 eq.) and EtOAc were mixed and stirred until two clarified phases were formed. The EtOAc layer was separated and the aqueous layer was extracted with fresh EtOAc. The EtOAc layers were combined and added to a flask containing 20 wt% Pd(OH)2/C (50% aqueous wet, 0.10 eq. based on input weight). Di-tert-butyl dicarbonate (1.2 eq.) was then added. The mixture was hydrogenated at 15 psi hydrogen pressure for 4 hours. Upon completion of the reaction (monitored by HPLC), the mixture was filtered through diatomaceous earth and the solvent was replaced with cyclohexane. By crystallization from cyclohexane (7-10 v/v), tert-butyl (R)-3-(hydroxymethyl)morpholine-4-carboxylate was obtained as a white solid (82% yield). The product characterization data were as follows: 1H NMR (CDCl3) δ 1.45 (s, 9H), 3.17 (m, 1H), 3.47 (dt, 1H, J = 3.1, 11.4 Hz), 3.56 (dd, 1H, J = 3.5, 11.9 Hz), 3.7-4.0 (m, 6H); 13C NMR (CDCl3) δ 28.21, 40.01, 52.09, 59.59, 65.97, 66.49, 80.23, 155.30; MS: 218 (M + H)+; Calculated Elemental Analysis (C10H19NO4): C, 55.28; H, 8.81; N, 6.44; Measured Values: C, 55.45; H, 8.87; N, 6.34; Pd <5 ppm HPLC retention time: 5.28 min (YMC Pack ODS-A, 3 μm, 4.6×50 mm column, 10 min gradient, 2.5 mL/min); 100% ee [Chiral HPLC retention time: 13.6 min (Chiralcel OD-RH, 5 μm, 4.6×150 mm column, 20 min isocratic, 1 mL/ min)]. min)].
References
[1] Patent: WO2005/58245, 2005, A2. Location in patent: Page/Page column 31-32
[2] Patent: WO2005/58245, 2005, A2. Location in patent: Page/Page column 31-32
tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Daken Advanced Materials Co.,Ltd | +86-2158073036 | info@dakenam.com | China | 12887 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29855 | 58 |
| Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | figo.gao@foxmail.com | China | 8497 | 58 |
| Accela ChemBio Inc. | +1-858-6993322 | info@accelachem.com | United States | 21193 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49730 | 58 |
| Guangzhou Yuheng Pharmaceutical Technology Co., Ltd | +8613580539051 | joe@yuhengpharm.com | CHINA | 21142 | 58 |
| Blocksynth Pharmaceutical Technology Co.,Ltd | 0086-19817745290; +8619817745290 | bd@blocksynth.com | China | 5661 | 58 |
| Hefei Hirisun Pharmatech Co., Ltd | +8615056975894 | shawn@hirisunpharm.com | CHINA | 9911 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | +86-0571-88938639 +8617705817739 | info@dycnchem.com | China | 52846 | 58 |
View Lastest Price from tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2019-07-06 | tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate
215917-99-0
|
US $1.00 / KG | 1KG | 98% | 100KG | Career Henan Chemical Co |
-
- tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate
215917-99-0
- US $1.00 / KG
- 98%
- Career Henan Chemical Co
