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(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate

Product Name
(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate
CAS No.
880468-89-3
Chemical Name
(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate
Synonyms
Lacoamide Impurity 18;LacosaMide interMediate;Lacosamide impurity A CRS;-tert-Butyl 1-(benzylamino);-3-methoxy-1-oxopropan-2-ylcarbamate;(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxoprop;(R)-2-tert-butyryl amino-benzylyl-3-methoxypropamide;(R)-2-tert-butoxycarbonylamino-N-benzyl-3-methoxypropionamide;tert-butyl N-[(1R)-1-(benzylcarbaMoyl)-2-Methoxyethyl]carbaMate;(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcar...
CBNumber
CB42470308
Molecular Formula
C16H24N2O4
Formula Weight
308.37
MOL File
880468-89-3.mol
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(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate Property

Melting point:
63-64 °C
Boiling point:
507.6±50.0 °C(Predicted)
Density 
1.103±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), DMSO (Slightly)
form 
Solid
pka
10.62±0.46(Predicted)
color 
White to Off-White
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0001972
Product name
Lacosamide impurity A
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
15 mg
Price
$153
Updated
2025/07/31
TRC
Product number
B690382
Product name
(R)-tert-Butyl1-(Benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate
Packaging
0.1g
Price
$45
Updated
2021/12/16
TRC
Product number
B690382
Product name
(R)-tert-Butyl1-(Benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate
Packaging
0.5g
Price
$185
Updated
2021/12/16
TRC
Product number
B690382
Product name
(R)-tert-Butyl1-(Benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate
Packaging
1g
Price
$350
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB143780
Product name
(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate
Packaging
500mg
Price
$250
Updated
2021/12/16
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(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate Chemical Properties,Usage,Production

Uses

(R)-tert-Butyl 1-(Benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate is an intermediate in the synthesis of functionalized amino acids, and in the synthesis of antiepileptic drug (R)-lacosamide.

Synthesis

1253790-58-7

77-78-1

880468-89-3

The general procedure for the synthesis of (R)-2-tert-butoxycarbonylamino-N-benzyl-3-methoxypropanamide from tert-butyl (R)-(1-(phenylmethylamino)-3-hydroxy-1-oxopropan-2-yl)carbamate and dimethyl sulfate was as follows: toluene (4.8 L) was added to a reactor at room temperature, followed by the addition of the Lacosamide Phase II product (1 kg) , and the mixture was cooled to 0°C. Sodium hydroxide solution (0.54 kg), tetrabutylammonium bromide (0.186 kg) and dimethyl sulfate (0.86 kg) were added sequentially, and then the reaction mixture was heated to 30°C with continuous stirring for 90 minutes. After completion of the reaction, the organic phase was separated by extraction with toluene and washed by adding 5% sodium bicarbonate solution. Cyclohexane was added to the organic phase and stirred for 10 minutes, followed by concentration under reduced pressure at 50°C for 2 hours. Finally, the product was dried to give lacosamide III in about 96.28% yield.

References

[1] Patent: CN106957239, 2017, A. Location in patent: Paragraph 0036; 0045-0047
[2] Patent: EP2399901, 2011, A1. Location in patent: Page/Page column 8
[3] Patent: US2011/319649, 2011, A1. Location in patent: Page/Page column 5
[4] Patent: US2011/34731, 2011, A1. Location in patent: Page/Page column 7
[5] Patent: WO2011/144983, 2011, A2. Location in patent: Page/Page column 26-27

(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate Suppliers

China 139 India 9 United Kingdom 1 United States 5 Global 154
KKyemistry (India) Pvt. Ltd.
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Manus Aktteva
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A.J Chemicals
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Trignokem International
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India
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View Lastest Price from (R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate 880468-89-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-10-24
Henan Bao Enluo International TradeCo.，LTD
Product
(R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate 880468-89-3
Price
US $50.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10000MT
Release date
2023-08-08
Wuhan wingroup Pharmaceutical Co., Ltd
Product
LacosaMide interMediate 880468-89-3
Price
US $70.00/g
Min. Order
1KG
Purity
99%
Supply Ability
30 Tons
Release date
2021-09-16

880468-89-3, (R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamateRelated Search:

(R)-2-(4-BROMOPHENYL)PYRROLIDINE HCl (R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPIONIC ACID Lacosamide Desmethyl Lacosamide N-DescarboxyMethyl-N-carboxyethyl LacosaMide (IMpurity) Desacetyl DesMethyl LacosaMide LacosaMide iMpurity LacosaMide (raceMate) Lacosamide (S)-2-Acetamido-N-benzyl-3-methoxypropanamide 2-(Acetylamino)-N-(phenylmethyl)-2-propenamide (R)-O-Acetyl-LacosaMide LACOSAMIDE Benzylamine hydrochloride N-Desacetyl Lacosamide HCl salt

  • (R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate
  • tert-butyl N-[(1R)-1-(benzylcarbaMoyl)-2-Methoxyethyl]carbaMate
  • LacosaMide interMediate
  • tert-butyl N-[(1R)-2-(benzylamino)-1-(methoxymethyl)-2-oxo-ethyl]carbamate
  • O-methyl-N-alpha-[phenylmethoxy]carbonyl]-N-(phenylmethyl)-D-Serinamide
  • tert-butyl (R)-(1-(benzylamino)-3-methoxy-1-oxopropan-2-yl)carbamate
  • Carbamic acid,[(1R)-1-(methoxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]-, 1,1-dimethylethylester (9CI)
  • -3-methoxy-1-oxopropan-2-ylcarbamate
  • -tert-Butyl 1-(benzylamino)
  • N-[3-methoxy-1-oxo-1-[(phenylmethyl)amino]propan-2-yl]carbamic acid tert-butyl ester
  • (R)-2-tert-butoxycarbonylamino-N-benzyl-3-methoxypropionamide
  • Lacosamide impurity A CRS
  • (R)-2-tert-butyryl amino-benzylyl-3-methoxypropamide
  • Carbamic acid, N-[(1R)-1-(methoxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]-, 1,1-dimethylethyl ester
  • Tert-butyl of (R) 1- (butylamino) -3-methoxy-1-oxypropane-2-yl carbamate
  • (R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcar...
  • tert -Butyl [(2R)-1 -(benzylamino)-3-methoxy-1 -oxopropan-2-yl]carbamate
  • (R)-tert-Butyl 1-(benzylamino)-3-methoxy-1-oxoprop
  • 1,1-Dimethylethyl N-[(1R)-1-(methoxymethyl)-2-oxo-2-[(phenylmethyl)amino]ethyl]carbamate
  • Lacoamide Impurity 18
  • LACOSAMIDE IMPURITY A/ (R)-TERT-BUTYL (1- (BENZYLAMINO)-3-METHOXY-1-OXOPROPAN-2- YL)CARBAMATE
  • (R)-tert-Butyl1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate - [B91301]
  • (R)-tertbuftyl-1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate
  • tert-Butyl N-[(1R)-1-(methoxymethyl)-2-oxo-2-[(benzyl)amino]-ethyl]carbamate
  • 880468-89-3
  • API