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(2R)-1-methyl-2-Piperidinecarboxylic acid

Product Name
(2R)-1-methyl-2-Piperidinecarboxylic acid
CAS No.
41447-17-0
Chemical Name
(2R)-1-methyl-2-Piperidinecarboxylic acid
Synonyms
N-Methyl-D-pipecolic acid;N-METHYL-(R)-PIPECOLIC ACID;(+)-(R)-N-Methylpipecolic acid;(R)-1-Methyl-2-piperidinecarboxylic acid;(R)-1-Methylpiperidine-2-carboxylic acid;(2R)-1-methyl-2-Piperidinecarboxylic acid;2-Piperidinecarboxylic acid, 1-methyl-, (2R)-;(R)-1-Methylpiperidine-2-carboxylic Acid (>90%)
CBNumber
CB12504707
Molecular Formula
C7H13NO2
Formula Weight
143.18
MOL File
41447-17-0.mol
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(2R)-1-methyl-2-Piperidinecarboxylic acid Property

Melting point:
>209oC (dec.)
Boiling point:
246.1±33.0 °C(Predicted)
Density 
1.103±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO (Slightly, Heated), Methanol (Slightly)
form 
Solid
pka
2.48±0.20(Predicted)
color 
White to Off-White
optical activity
+62.1°(C=1.00 g/100ml H2O)
InChI
InChI=1S/C7H13NO2/c1-8-5-3-2-4-6(8)7(9)10/h6H,2-5H2,1H3,(H,9,10)/t6-/m1/s1
InChIKey
BPSLZWSRHTULGU-ZCFIWIBFSA-N
SMILES
N1(C)CCCC[C@@H]1C(O)=O
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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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TRC
Product number
M327185
Product name
(R)-1-Methylpiperidine-2-carboxylicAcid(>90%)
Packaging
2.5g
Price
$545
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0012626
Product name
(2R)-1-METHYL-2-PIPERIDINECARBOXYLIC ACID
Purity
95.00%
Packaging
1G
Price
$939.87
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0012626
Product name
(2R)-1-METHYL-2-PIPERIDINECARBOXYLIC ACID
Purity
95.00%
Packaging
2.5G
Price
$1391.37
Updated
2021/12/16
Ark Pharm
Product number
P000008479
Product name
(R)-1-Methylpiperidine-2-carboxylic acid
Purity
97%
Packaging
25g
Price
$772
Updated
2021/12/16
Activate Scientific
Product number
AS46974
Product name
(R)-1-Methylpiperidine-2-carboxylic acid
Purity
97% ee
Packaging
5G
Price
$826
Updated
2021/12/16
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(2R)-1-methyl-2-Piperidinecarboxylic acid Chemical Properties,Usage,Production

Uses

(R)-1-Methylpiperidine-2-carboxylic Acid is a chemical reagent used in the synthesis of tubulysin derivatives. Specifically used in the preparation of tubulysin-U analogues displaying cytotoxic.

Synthesis

50-00-0

1723-00-8

41447-17-0

GENERAL STEPS: 37% formaldehyde aqueous solution (1.26 mL, 16.9 mmol) was slowly added to a suspension of (2R)-piperidine-2-carboxylic acid (2.00 g, 15.5 mmol) with 5% Pd/C (500 mg) in methanol (20 mL). The reaction system was replaced by hydrogen, supplemented with formaldehyde (0.60 mL, 8.06 mmol), and stirred at room temperature for 20 h under hydrogen atmosphere. After completion of the reaction, the mixture was filtered by diatomaceous earth pad extraction and the filter cake was washed by methanol (200 mL). The combined filtrates were concentrated under reduced pressure to give the title compound (R)-1-methyl-2-piperidinecarboxylic acid (2.23 g, quantitative yield) as a white solid, which was used directly in the subsequent reaction. detection by TLC: Rf = 0.25 (unfolding agent V(CH2Cl2)/V(MeOH) = 1:1). Melting point: 208-210°C. Specific optical rotation: [α]D27.1 = +67.6 (c 1.27, methanol). IR spectrum (KBr pressed): 3407, 2950, 1615, 1399 cm-1. 1H NMR (400 MHz, CDCl3): δ 8.22 (broad peak, 1H), 3.64 (d, 1H, J = 12.0 Hz), 3.28 (multiple peaks, 1H), 2.86 (s, 3H), 2.70 (multiple peaks, 1H), 2.34 (d, 1H, J = 14.4 Hz), 2.00-1.74 (multiple peaks, 4H), 1.46 (multiple peaks, 1H).13C NMR (100 MHz, DMSO-d6): δ 170.4, 68.3, 53.3, 42.3, 28.0, 23.1, 21.8.High-resolution mass spectrometry (ESI): m/z calculated value C7H13NO2 [M]+ 143.0946, measured value 143.0947.

References

[1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 21, p. 6827 - 6843
[2] Angewandte Chemie - International Edition, 2006, vol. 45, # 43, p. 7235 - 7239
[3] Patent: WO2016/59622, 2016, A2. Location in patent: Page/Page column 95-96
[4] Journal of Organic Chemistry, 2016, vol. 81, # 21, p. 10302 - 10320
[5] Patent: WO2018/86139, 2018, A1. Location in patent: Page/Page column 143

(2R)-1-methyl-2-Piperidinecarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(2R)-1-methyl-2-Piperidinecarboxylic acid Suppliers

China 48 India 2 United Kingdom 1 United States 4 Global 55
Ningbo Zhenyue Pharmaceutical Technology Co., Ltd
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19817745290
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Shanghai Sinch Parmaceuticals Tech. Co. Ltd.
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Chengdu Firster Pharmaceutical Co., Ltd.
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Shanghai Mayzem Pharmtech Co., Ltd.
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AN PharmaTech Co Ltd
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Shanghai JingRon Chemical Technology Co., Ltd.
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021-60546673 13701861782
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Amadis Chemical Company Limited
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View Lastest Price from (2R)-1-methyl-2-Piperidinecarboxylic acid manufacturers

Career Henan Chemical Co
Product
(2R)-1-methylpiperidine-2-carboxylic acid 41447-17-0
Price
US $1.00/KG
Min. Order
1KG
Purity
Min98%HPLC
Supply Ability
g/kg/ton
Release date
2020-02-01

41447-17-0, (2R)-1-methyl-2-Piperidinecarboxylic acidRelated Search:

DL-Pipecolinic acid

  • (2R)-1-methyl-2-Piperidinecarboxylic acid
  • (R)-1-Methylpiperidine-2-carboxylic acid
  • N-METHYL-(R)-PIPECOLIC ACID
  • (+)-(R)-N-Methylpipecolic acid
  • (R)-1-Methyl-2-piperidinecarboxylic acid
  • 2-Piperidinecarboxylic acid, 1-methyl-, (2R)-
  • (R)-1-Methylpiperidine-2-carboxylic Acid (>90%)
  • N-Methyl-D-pipecolic acid
  • 41447-17-0