tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate

Product Name: tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate
CAS No.: 215917-99-0
Chemical Name: tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate
Synonyms: 3(R)-HYDROXYMETHYL-4-BOCMORPHOLINE;(R)-4-Boc-3-hydroxymethylmorpholine;(R)-N-Boc-3-Hydroxymethylmorpholine;(R)-3-HydroxyMethyl-4-boc-Morpholine;(3R)-3-(hydroxymethyl)morpholine-4-carboxylate;(R)-4-Boc-(3-Hydroxymethyl)morpholine - [B22360];(R)-tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate;tert-butyl (R)-3-(hydroxymethyl)morpholine-4-carboxylate;tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate;(R)-3-Hydroxymethylmorpholine-4-carboxylic Acid tert-Butyl Ester
CBNumber: CB3720000
Molecular Formula: C10H19NO4
Formula Weight: 217.26
MOL File: 215917-99-0.mol

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tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate Property

Boiling point:: 320.7±27.0 °C(Predicted)
Density: 1.118±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
pka: 14.85±0.10(Predicted)
Appearance: White to off-white Solid
optical activity: Consistent with structure
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-/m1/s1
InChIKey: AIQSXVGBMCJQAG-MRVPVSSYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CCOC[C@H]1CO

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Safety

HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: H946470
Product name: (R)-3-Hydroxymethylmorpholine-4-carboxylicAcidtert-ButylEster
Packaging: 250mg
Price: $525
Updated: 2021/12/16

TRC

Product number: H946470
Product name: (R)-3-Hydroxymethylmorpholine-4-carboxylicAcidtert-ButylEster
Packaging: 500mg
Price: $970
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB142772
Product name: (R)-tert-Butyl 3-(hydroxymethyl)morpholine-4-carboxylate
Packaging: 250mg
Price: $80
Updated: 2021/12/16

ChemScene

Product number: CS-W001900
Product name: (R)-4-Boc-(3-Hydroxymethyl)morpholine
Purity: ≥98.0%
Packaging: 1g
Price: $85
Updated: 2021/12/16

Apolloscientific

Product number: OR308156
Product name: tert-Butyl(3R)-3-(hydroxymethyl)morpholine-4-carboxylate
Packaging: 250mg
Price: $127
Updated: 2021/12/16

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tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate Chemical Properties,Usage,Production

Uses

An intermediate of BMS-599626, a selective and orally efficacious inhibitor of human epidermal growth factor receptor 1 and 2 kinases.

Synthesis

714971-27-4

24424-99-5

215917-99-0

General procedure: [R-(4-benzylmorpholin-3-yl)]-methanol hydrochloride (1 eq.), aqueous K3PO4 (4.6 eq.) and EtOAc were mixed and stirred until two clarified phases were formed. The EtOAc layer was separated and the aqueous layer was extracted with fresh EtOAc. The EtOAc layers were combined and added to a flask containing 20 wt% Pd(OH)2/C (50% aqueous wet, 0.10 eq. based on input weight). Di-tert-butyl dicarbonate (1.2 eq.) was then added. The mixture was hydrogenated at 15 psi hydrogen pressure for 4 hours. Upon completion of the reaction (monitored by HPLC), the mixture was filtered through diatomaceous earth and the solvent was replaced with cyclohexane. By crystallization from cyclohexane (7-10 v/v), tert-butyl (R)-3-(hydroxymethyl)morpholine-4-carboxylate was obtained as a white solid (82% yield). The product characterization data were as follows: 1H NMR (CDCl3) δ 1.45 (s, 9H), 3.17 (m, 1H), 3.47 (dt, 1H, J = 3.1, 11.4 Hz), 3.56 (dd, 1H, J = 3.5, 11.9 Hz), 3.7-4.0 (m, 6H); 13C NMR (CDCl3) δ 28.21, 40.01, 52.09, 59.59, 65.97, 66.49, 80.23, 155.30; MS: 218 (M + H)+; Calculated Elemental Analysis (C10H19NO4): C, 55.28; H, 8.81; N, 6.44; Measured Values: C, 55.45; H, 8.87; N, 6.34; Pd <5 ppm HPLC retention time: 5.28 min (YMC Pack ODS-A, 3 μm, 4.6×50 mm column, 10 min gradient, 2.5 mL/min); 100% ee [Chiral HPLC retention time: 13.6 min (Chiralcel OD-RH, 5 μm, 4.6×150 mm column, 20 min isocratic, 1 mL/ min)]. min)].

References

[1] Patent: WO2005/58245, 2005, A2. Location in patent: Page/Page column 31-32
[2] Patent: WO2005/58245, 2005, A2. Location in patent: Page/Page column 31-32

tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate manufacturers

Career Henan Chemical Co

Product: tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate 215917-99-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100KG
Release date: 2018-12-24

215917-99-0, tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylateRelated Search:

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3(R)-HYDROXYMETHYL-4-BOCMORPHOLINE

tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate

4-Morpholinecarboxylic acid, 3-(hydroxymethyl)-, 1,1-dimethylethyl ester, (3R)-

(R)-N-Boc-3-Hydroxymethylmorpholine

(R)-4-Boc-3-hydroxymethylmorpholine

(R)-tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate

(R)-3-Hydroxymethylmorpholine-4-carboxylic Acid tert-Butyl Ester

(3R)-3-(hydroxymethyl)morpholine-4-carboxylate

(R)-3-HydroxyMethyl-4-boc-Morpholine

(3R)-3-(Hydroxymethyl)-4-morpholinecarboxylic Acid 1, 1-Dimethylethyl Ester

tert-butyl (R)-3-(hydroxymethyl)morpholine-4-carboxylate

(3R)-3-(Hydroxymethyl)-4-morpholinecarboxylic Acid 1,1-Dimethylethyl Ester,99%e.e.

(3R)-3-(Hydroxymethyl)morpholine-4-carboxylic acid tert-butyl ester

(R)-4-Boc-(3-Hydroxymethyl)morpholine - [B22360]

215917-99-0

API intermediates

pharmacetical

Chiral Reagents

Heterocycles

Inhibitors

Intermediates & Fine Chemicals

Pharmaceuticals