(R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid
- Product Name
- (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid
- CAS No.
- 884512-77-0
- Chemical Name
- (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid
- Synonyms
- Benzenesulfonylchloride,6-ethoxy-;(R)-N-Boc-morpholine-2-carboxylic acid;(R)-4-Boc-morpholine-2-carboxylic acid;(R)/(S)-N-Boc-2-morpholinecarboxylic acid;(R)-N-BOC-2,4-MORPHOLINEDICARBOXYLIC ACID;(2R)-4-BOC-2,4-MORPHOLINEDICARBOXYLIC ACID;(2R)-4-(tert-butoxycarbonyl)morpholin-2-carboxylic acid;(R)-4-(tert-butoxycarbonyl)morpholine-2-carboxylic acid;(2R)-4-(tert-butoxycarbonyl)morpholine-2-carboxylic acid;(2R)-4-(1,1-Dimethylethyl) Ester 2,4-Morpholinedicarboxylic Acid
- CBNumber
- CB41094073
- Molecular Formula
- C10H17NO5
- Formula Weight
- 231.25
- MOL File
- 884512-77-0.mol
(R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid Property
- Melting point:
- 147-150°C
- Boiling point:
- 369.5±42.0 °C(Predicted)
- Density
- 1.230
- storage temp.
- 2-8°C
- solubility
- DMSO, Methanol
- form
- Solid
- pka
- 3.25±0.20(Predicted)
- color
- Off-White
- InChI
- InChI=1S/C10H17NO5/c1-10(2,3)16-9(14)11-4-5-15-7(6-11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m1/s1
- InChIKey
- LGWMTRPJZFEWCX-SSDOTTSWSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CCO[C@@H](C(O)=O)C1
Safety
- HS Code
- 2934999090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D472755
- Product name
- (2R)-4-(1,1-Dimethylethyl)Ester2,4-MorpholinedicarboxylicAcid
- Packaging
- 2.5g
- Price
- $1190
- Updated
- 2021/12/16
- Product number
- CCH0000643
- Product name
- (R)-4-(TERT-BUTOXYCARBONYL)MORPHOLINE-2-CARBOXYLIC ACID
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $1285.52
- Updated
- 2021/12/16
- Product number
- 118987
- Product name
- (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid
- Purity
- 95+%
- Packaging
- 5g
- Price
- $1584
- Updated
- 2021/12/16
- Product number
- 118987
- Product name
- (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid
- Purity
- 95+%
- Packaging
- 1g
- Price
- $442
- Updated
- 2021/12/16
- Product number
- FB148316
- Product name
- (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylicacid
- Packaging
- 5G
- Price
- $450
- Updated
- 2021/12/16
(R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid Chemical Properties,Usage,Production
Uses
(2R)-4-(1,1-Dimethylethyl) Ester 2,4-Morpholinedicarboxylic Acid is used in the preparation of renin inhibitors.
Uses
(R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid is used in the preparation of renin inhibitors.
Synthesis
135065-71-3
884512-77-0
General procedure for the synthesis of (2R)-2,4-morpholine dicarboxylic acid 4-tert-butyl ester from (R)-N-Boc-2-hydroxymethylmorpholine: Saturated aqueous NaHCO3 (15 mL) was added to a solution of tert-butyl (R)-2-(hydroxymethyl)-morpholine-4-carboxylate (1.09 g, 5.0 mmol) in acetone (50 mL) at 0 °C with continuous stirring. Solid NaBr (0.1 g, 1 mmol) and TEMPO (0.015 g, 0.1 mmol) were subsequently added. Trichloroisocyanuric acid (2.32 g, 10.0 mmol) was slowly added dropwise over a period of 20 min at 0 °C. After the dropwise addition, the reaction mixture was slowly warmed to room temperature and stirred overnight. After the reaction was completed, 2-propanol (3 mL) was added and stirring was continued for 30 minutes at room temperature. The reaction solution was filtered through a diatomaceous earth pad and the filtrate was concentrated under reduced pressure. The concentrate was treated with saturated aqueous Na2CO3 (15 mL), and the aqueous phase was washed with EtOAc (5 mL), acidified with 6N HCl, and extracted with EtOAc (5 x 10 mL). The organic layers were combined, dried with Na2SO4 and the solvent was removed under reduced pressure to afford (R)-4-(tert-butoxycarbonyl)morpholine-2-carboxylic acid (1.07 g, 92% yield) as a white solid. The product was confirmed by 1H NMR (400 MHz, CDCl3): δ 4.20 (br, 1H), 4.12 (d, 1H), 4.02 (d, 1H), 3.84 (m, 1H), 3.62 (m, 1H), 3.04 (m, 2H), 1.44 (s, 9H); Mass Spectrometry (MS) m/z 232 (M+H+).
References
[1] Patent: WO2008/124575, 2008, A1. Location in patent: Page/Page column 112; 114
[2] Patent: US2010/184805, 2010, A1. Location in patent: Page/Page column 30-31
[3] Patent: WO2007/70201, 2007, A1. Location in patent: Page/Page column 176-177
[4] Patent: US2010/317697, 2010, A1. Location in patent: Page/Page column 51
[5] Patent: WO2008/124582, 2008, A1. Location in patent: Page/Page column 96-98
(R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
(R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid Suppliers
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View Lastest Price from (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid manufacturers
- Product
- (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid 884512-77-0
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-11-13
- Product
- (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid 884512-77-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-12-24