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

Boiling point:

311℃

Density 

1.078

Flash point:

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 activity

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 Information

HS Code 

2934999090

(R)-2-Aminomethyl-4-boc-morpholine Usage And Synthesis

Synthesis

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

(R)-2-Aminomethyl-4-boc-morpholine(1174913-80-4)Related Product Information

• (R)-4-Boc-3-aminomethylmorpholine
• (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID
• 1-Pyrrolidinecarboxylicacid,3-amino-4-hydroxy-,1,1-dimethylethylester,(3R,4R)-(9CI)
• tert-Butyl 3-oxoazetidine-1-carboxylate
• Methyl 8-azabicyclo[3.2.1...
• (S)-tert-Butyl 4,4-difluoro-2-(hydroxymethyl)-pyrrolidine-1-carboxylate
• tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate
• (R)-4-Boc-broMoMethylMorpholine
• (R)-N-Boc-2-morpholinecarbaldehyde
• (S)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid
• (R)-4-Cbz-3-(aMinoMethyl)Morpholine
• (R)-4-benzyl-2-hydroxymethylpiperazine
• 2-Morpholinemethanamine,4-methyl-,(R)-(9CI)
• (R)-4-Boc-2-((R)-hydroxy(phenyl)Methyl)Morpholine
• (R)-4-Boc-3-((R)-1-hydroxyethyl)morpholine
• (R)-4-Cbz-2-(aMinoMethyl)Morpholine
• (R)-4-Boc-3-carbaMoylMorpholine
• (R)-4-Boc-2-carbaMoylMorpholine