1,1-dimethylethyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate
tert-Butyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate
CAS: 714971-28-5
Molecular Formula: C10H19NO4
1,1-dimethylethyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate - Names and Identifiers
1,1-dimethylethyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate - Physico-chemical Properties
| Molecular Formula | C10H19NO4 |
| Molar Mass | 217.26 |
| Density | 1.118 |
| Melting Point | 80 ºC |
| Boling Point | 320.7±27.0 °C(Predicted) |
| Flash Point | 147.8°C |
| Water Solubility | Slightly soluble in water. |
| Vapor Presure | 2.53E-05mmHg at 25°C |
| Appearance | Powder |
| Color | White |
| pKa | 14.85±0.10(Predicted) |
| Storage Condition | Sealed in dry,Store in freezer, under -20°C |
| Refractive Index | 1.474 |
1,1-dimethylethyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate - Reference Information
| use | (3S)-3-(hydroxymethyl) morpholin-4-carboxylate tert-butyl ester is a key intermediate in the synthesis of BMS-599626, BMS-599626 selective and effective oral inhibitors of human epidermal growth factor receptor 1 and 2 kinases. As an organic chemical intermediate, N-substituted morpholine has the dual properties of tertiary amine and ether, and has a wide range of applications. It can be used as a catalyst for the production of polyurethane foam. The catalyst in the synthesis process can also be used as a surfactant, extractant, corrosion inhibitor, and its derivative N-methyl morpholine oxide. It is a very ideal spinning solvent for the manufacture of Lyocell natural fibers and Newcell man-made fiber filaments. |
| preparation | N-substituted morpholine contains double groups of tertiary amine and ether, which is not only an important catalyst in the foaming process of semi-synthetic penicillin and polyurethane, but also an important raw material for the synthesis of N-substituted morpholine oxide. The current synthesis process mainly includes morpholine method, N-methyl diethanolamine method, diethanolamine method, diethylene glycol method and dichloroether method. (3S)-3-(hydroxymethyl) morpholine -4-carboxylic acid tert-butyl ester is substituted with (R)-(4-benzyl-3-morpholine)-methanol as the starting material and is prepared by reacting with diptert-butyl dicarbonate. The synthesis reaction formula is as follows: Figure 1 (3S)-3-(hydroxymethyl) morpholine -4-carboxylic acid tert-butyl ester synthesis reaction experimental operation: add triethylamine to the dichloromethane solution of (R)-(4-benzyl-3-morpholine)-methanol, drop the dichloromethane solution of di-tert-butyl dicarbonate, drop it, and react for 15 hours. The solvent is distilled under reduced pressure, and the concentrate is processed by silica gel column chromatography [eluent: V (ethyl acetate) /V (petroleum ether) = 1/10] purified compound (3S)-3-(hydroxymethyl) morpholin-4-carboxylic acid tert-butyl ester. |
Last Update：2024-04-09 15:16:35
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View History
1,1-dimethylethyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate
20-(羟甲基)孕甾-1,4-二烯-3-酮
tetrasodium [5-[[4-[[4-[[2,4-dihydroxy-5-[[8-hydroxy-7-[(2-hydroxyphenyl)azo]-3,6-disulpho-1-naphthyl]azo]phenyl]azo]phenyl]amino]-3-sulphophenyl]azo]salicylato(6-)]cuprate(4-)
3H-Pyrazolo[1,5-b][1,2,4]triazol-7-amine, 6-ethoxy-2-(1-methylethyl)-
DOWEX 50 W X 4
嘧磺隆酸
(S)-2-(((苄氧基)羰基)氨基)-3-(4-(苄氧基)苯基)丙酸
4-氯甲基-2-甲基噻唑盐酸盐
1-(3-Amino-4,5-dimethoxyphenyl)ethanone
反-3-溴-Β-硝基苯乙烯
20-(羟甲基)孕甾-1,4-二烯-3-酮
tetrasodium [5-[[4-[[4-[[2,4-dihydroxy-5-[[8-hydroxy-7-[(2-hydroxyphenyl)azo]-3,6-disulpho-1-naphthyl]azo]phenyl]azo]phenyl]amino]-3-sulphophenyl]azo]salicylato(6-)]cuprate(4-)
3H-Pyrazolo[1,5-b][1,2,4]triazol-7-amine, 6-ethoxy-2-(1-methylethyl)-
DOWEX 50 W X 4
嘧磺隆酸
(S)-2-(((苄氧基)羰基)氨基)-3-(4-(苄氧基)苯基)丙酸
4-氯甲基-2-甲基噻唑盐酸盐
1-(3-Amino-4,5-dimethoxyphenyl)ethanone
反-3-溴-Β-硝基苯乙烯