ChemicalBook > CAS DataBase List > (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid

(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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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:


  • (R)-4-(tert-butoxycarbonyl)morpholine-2-carboxylic acid
  • (R)-4-Boc-morpholine-2-carboxylic acid
  • (2R)-4-(tert-butoxycarbonyl)morpholine-2-carboxylic acid
  • (R)-N-Boc-morpholine-2-carboxylic acid
  • (2R)-2,4-Morpholinedicarboxylic acid 4-(1,1-dimethylethyl) ester
  • (2R)-4-(1,1-Dimethylethyl) Ester 2,4-Morpholinedicarboxylic Acid
  • (2R)-4-BOC-2,4-MORPHOLINEDICARBOXYLIC ACID
  • (R)-N-BOC-2,4-MORPHOLINEDICARBOXYLIC ACID
  • (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