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ChemicalBook--->CAS DataBase List--->1174913-80-4

1174913-80-4

1174913-80-4 Structure

1174913-80-4 Structure
IdentificationBack Directory
[Name]

(R)-2-Aminomethyl-4-boc-morpholine
[CAS]

1174913-80-4
[Synonyms]

(R)-4-Boc-2-aminomethylmorpholine
(R)-2-Aminomethyl-4-boc-morpholine
(R)-N-BOC-2-AMINOMETHYLMORPHOLINE OXALATE
(R)-tert-butyl 2-aMinoMethylMorpholine-4-carboxylate
tert-Butyl-(2R)-2-(aminomethyl)morpholin-4-carboxylat
tert-butyl (2R)-2-(aminomethyl)morpholine-4-carboxylate
(R)-2-(Aminomethyl)morpholine-4-carboxylic acid tert-butyl ester
4-Morpholinecarboxylic acid, 2-(aMinoMethyl)-, 1,1-diMethylethyl ester, (2R)-
[Molecular Formula]

C10H20N2O3
[MDL Number]

MFCD13189480
[MOL File]

1174913-80-4.mol
[Molecular Weight]

216.28
Chemical PropertiesBack Directory
[Boiling point ]

311℃
[density ]

1.078
[Fp ]

142℃
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[pka]

9.37±0.29(Predicted)
[Appearance]

Colorless to off-white Solid-Liquid Mixture
[Optical Rotation]

24.83°(C=0.01g/ml MEOH)
[InChI]

InChI=1S/C10H20N2O3/c1-10(2,3)15-9(13)12-4-5-14-8(6-11)7-12/h8H,4-7,11H2,1-3H3/t8-/m1/s1
[InChIKey]

MTMBHUYOIZWQAJ-MRVPVSSYSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)CCO[C@H](CN)C1
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
[HS Code ]

2934999090
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-2-Aminomethyl-4-boc-morpholine(1174913-80-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-Morpholinecarboxylic acid, 2-(azidomethyl)-, 1,1-dimethylethyl ester, (2S)-

1132683-15-8

(R)-2-Aminomethyl-4-boc-morpholine

1174913-80-4

Step 3. tert-Butyl (S)-2-(azidomethyl)morpholine-4-carboxylate (1.0 eq.) was dissolved in ethanol (0.1 M) under argon protection. To this solution was added Pd/C catalyst (0.20 eq.), followed by three evacuations of the reaction system and replacement with hydrogen gas. The reaction mixture was stirred at room temperature and under atmospheric pressure hydrogen atmosphere (using a hydrogen balloon) for 24 hours. Upon completion of the reaction, the hydrogen was removed by evacuation and the reaction system was replaced with argon. The reaction mixture was filtered through a diatomaceous earth pad and concentrated under reduced pressure to afford tert-butyl (R)-2-(aminomethyl)morpholine-4-carboxylate as a white solid in 91% yield.LCMS analysis showed (m/z) [M+H]+ = 217.1 and retention time (Rt) = 0.43 min.

[References]

[1] Patent: US2014/275003, 2014, A1. Location in patent: Paragraph 0188
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 15, p. 4810 - 4819
[3] Patent: US2015/259350, 2015, A1. Location in patent: Paragraph 0065; 0073
[4] Patent: KR101745741, 2017, B1. Location in patent: Paragraph 0119; 0132
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