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714971-28-5

714971-28-5 Structure

714971-28-5 Structure
IdentificationBack Directory
[Name]

3(S)-HYDROXYMETHYL-4-BOCMORPHOLINE
[CAS]

714971-28-5
[Synonyms]

3(S)-HYDROXYMETHYL-4-BOCMORPHOLINE
(S)-4-Boc-3-hydroxymethyl-morpholine
(S)-3-Hydroxymethyl-4-Boc-morpholine
(3S)-3-Hydroxymethyl-4-bocmorpholine
(S)-N-BOC-3-(HYDROXYMETHYL)MORPHOLINE
(S)-4-Boc-(3-hydroxymethyl)morpholine,97%
3(S)-Hydroxymethyl-4-t-butoxycarbonylmorpholine
(S)-tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate
tert-Butyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate
1,1-dimethylethyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate
(S)-3-Hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester
(3S)-3-(Hydroxymethyl)-4-morpholinecarboxylic Acid 1, 1-Dimethylethyl Ester
4-Morpholinecarboxylic acid, 3-(hydroxymethyl)-, 1,1-dimethylethyl ester, (3S)-
(3S)-3-(Hydroxymethyl)-4-morpholinecarboxylic Acid 1,1-Dimethylethyl Ester,99%e.e.
[Molecular Formula]

C10H19NO4
[MDL Number]

MFCD06799478
[MOL File]

714971-28-5.mol
[Molecular Weight]

217.26
Questions And AnswerBack Directory
[Synthesis]

N-substituted morpholines contain dual groups of tertiary amine and ether, making them important catalysts not only in the semi-synthetic production of penicillin and polyurethane foaming, but also crucial raw materials for the synthesis of N-substituted oxidized morpholines. Current synthetic processes mainly include the morpholine method, the N-methyldiethanolamine method, the diethanolamine method, the diethylene glycol method, and the dichloroethyl ether method. The substitution of 3(S)-HYDROXYMETHYL-4-BOCMORPHOLINE is prepared by reacting (R)-(4-benzyl-3-morpholino)-methanol with ditert-butyl dicarbonate. The synthetic reaction formula is shown in the figure below:

Synthesis of 714971-28-5

Figure 1

Synthesis formula of 3(S)-HYDROXYMETHYL-4-BOCMORPHOLINE

Experimental procedure:

Triethylamine was added to a dichloromethane solution of (R)-(4-benzyl-3-morpholino)-methanol, followed by dropwise addition of a dichloromethane solution of ditert-butyl dicarbonate. After the addition was complete, the reaction was allowed to proceed for 15 hours. The solvent was removed by vacuum distillation, and the concentrate was purified by silica gel column chromatography [eluent: V (ethyl acetate) / V (petroleum ether) = 1/10] to obtain the compound 3(S)-HYDROXYMETHYL-4-BOCMORPHOLINE.

Chemical PropertiesBack Directory
[Melting point ]

80 ºC
[Boiling point ]

320.7±27.0 °C(Predicted)
[density ]

1.118
[storage temp. ]

Sealed in dry,Store in freezer, under -20°C
[form ]

Powder
[pka]

14.85±0.10(Predicted)
[color ]

White
[Water Solubility ]

Slightly soluble in water.
[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-/m0/s1
[InChIKey]

AIQSXVGBMCJQAG-QMMMGPOBSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)CCOC[C@@H]1CO
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[HS Code ]

2934999090
Hazard InformationBack Directory
[Uses]

An intermediate of BMS-599626
Spectrum DetailBack Directory
[Spectrum Detail]

3(S)-HYDROXYMETHYL-4-BOCMORPHOLINE(714971-28-5)1HNMR
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