(R)-N-Boc-2-Hydroxymethylmorpholine CAS 135065-71-3

Introduction：Basic information about (R)-N-Boc-2-Hydroxymethylmorpholine CAS 135065-71-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

(R)-N-Boc-2-Hydroxymethylmorpholine Basic information

• Product Name: (R)-N-Boc-2-Hydroxymethylmorpholine
• Synonyms: (R)-2-Hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester;(R)-N-BOC-2-HYDROXYMETHYLMORPHOLINE;(R)-4-BOC-2-HYDROXYMETHYL-MORPHOLINE;tert-butyl (2R)-2-(hydroxymethyl)morpholine-4-carboxylate;(R)-4-t-butoxycarbonyl-2-(hydroxymethyl)morpholine;2-(Hydroxymethyl)morpholine-4-carboxylic acid (R)-tert-butyl ester;4-Morpholinecarboxylic acid, 2-(hydroxyMethyl)-, 1,1-diMethylethyl ester, (2R)-;(R)-2-hydroxyMethyl-4-BOC-Morpholine
• CAS: 135065-71-3
• MF: C10H19NO4
• MW: 217.26
• Product Categories: pharmacetical
• Mol File: 135065-71-3.mol

(R)-N-Boc-2-Hydroxymethylmorpholine Chemical Properties

• Melting point: 59-61 °C
• Boiling point: 321 °C
• density: 1.118
• Fp: 148 °C
• storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
• pka: 14.36±0.10(Predicted)
• InChI: InChI=1S/C10H19NO4/c1-10(2,3)15-9(13)11-4-5-14-8(6-11)7-12/h8,12H,4-7H2,1-3H3/t8-/m1/s1
• InChIKey: FJYBLMJHXRWDAQ-MRVPVSSYSA-N
• SMILES: N1(C(OC(C)(C)C)=O)CCO[C@@H](CO)C1

Safety Information

• HS Code: 2934999090

(R)-N-Boc-2-Hydroxymethylmorpholine Usage And Synthesis

Uses

(R)-N-Boc-2-hydroxymethylmorpholine is used for preparation of inhibitors of Checkpoint Kinase 1 through template screening.

Synthesis

135097-68-6

135065-71-3

Intermediate 111 (19.8 g, 64.4 mmol) was stirred and reacted for 16 h under hydrogen atmosphere with 10% Pd/C (1.98 g, 1.86 mmol) as catalyst. Upon completion of the reaction, the catalyst was removed by vacuum filtration and the filtrate was concentrated under reduced pressure to afford 13.98 g (100% yield) of (R)-N-Boc-2-hydroxymethylmorpholine, the product was a colorless viscous oil that crystallized upon standing. The 1H NMR (250 MHz, chloroform-d) data of the product were as follows: δ [ppm] 3.98 - 3.75 (m, 3H), 3.73 - 3.41 (m, 4H), 3.03 - 2.83 (m, 1H), 2.82 - 2.65 (m, 1H), 2.12 (t, J = 5.9 Hz, 1H), 1.45 (s, 9H).

References

[1] Heterocycles, 1993, vol. 35, # 1, p. 105 - 109
[2] Patent: WO2016/91776, 2016, A1. Location in patent: Page/Page column 290
[3] Patent: WO2008/124575, 2008, A1. Location in patent: Page/Page column 112; 113-114
[4] Patent: US2010/184805, 2010, A1. Location in patent: Page/Page column 30-31
[5] Patent: WO2007/70201, 2007, A1. Location in patent: Page/Page column 176

(R)-N-Boc-2-Hydroxymethylmorpholine Preparation Products And Raw materials

• Raw materials: 4-Morpholinecarboxylic acid, 2-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-, 1,1-dimethylethyl ester, (2R)--->Acetamide, 2-chloro-N-[(2R)-2,3-dihydroxypropyl]--->(R)-2-((benzyloxy)methyl)morpholine(WXC06858)-->(R)-tert-butyl 2-((benzyloxy)methyl)morpholine-4-carboxylate-->((R)-morpholin-2-yl)methanol-->(R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid-->(R )-6-Hydroxymethyl-morpholin-3-one-->Di-tert-butyl dicarbonate-->Tosyl chloride-->2-Morpholinemethanol, 4-[(4-methylphenyl)sulfonyl]-, (2R)-