(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

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(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

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Safety

HS Code: 2934999090

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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.

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N-Bromosuccinimide Price

TRC

Product number: D472755
Product name: (2R)-4-(1,1-Dimethylethyl)Ester2,4-MorpholinedicarboxylicAcid
Packaging: 2.5g
Price: $1190
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB148316
Product name: (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylicacid
Packaging: 500mg
Price: $60
Updated: 2021/12/16

AK Scientific

Product number: W9078
Product name: (R)-4-Boc-Morpholine-2-carboxylicacid
Packaging: 100mg
Price: $87
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB148316
Product name: (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylicacid
Packaging: 1g
Price: $100
Updated: 2021/12/16

Activate Scientific

Product number: AS12063
Product name: (R)-N-Boc-morpholine-2-carboxylic acid
Purity: 95+% ee
Packaging: 1g
Price: $104
Updated: 2021/12/16

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(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

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(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

Hefei Lbao Physical & Chemical Science Co.,Ltd

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

Career Henan Chemical Co

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

884512-77-0, (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acidRelated Search:

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(2R)-4-BOC-2,4-MORPHOLINEDICARBOXYLIC ACID

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(R)/(S)-N-Boc-2-morpholinecarboxylic acid

(2R)-4-(tert-butoxycarbonyl)morpholin-2-carboxylic acid

(2R)-4-[(2-methylpropan-2-yl)oxycarbonyl]morpholine-2-carboxylic acid

(R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid884512-77-0

2,4-Morpholinedicarboxylic acid, 4-(1,1-dimethylethyl) ester, (2R)-

Benzenesulfonylchloride,6-ethoxy-

884512-77-0

88452-77-0