ChemicalBook > CAS DataBase List > (L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID

(L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID

Product Name
(L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID
CAS No.
28697-11-2
Chemical Name
(L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID
Synonyms
Z-HomoPro-OH;(S)-1-N-CBZ-PIPECOLINIC ACID;Z-D-PIP-OH;Z-D-PIPECOLIC ACID;Z-D-PIPECOLINIC ACID;Cbz-L-Pipecolic acid;N-Cbz-L-pipecolic acid;(L)-N-CBZ-PIPECOLIC ACID;(-)-N-CBZ-L-PIPECOLINIC ACID;N-Cbz-S-2-Piperidinecarboxylic aci
CBNumber
CB1254583
Molecular Formula
C14H17NO4
Formula Weight
263.29
MOL File
28697-11-2.mol
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(L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID Property

Melting point:
111-115 °C(lit.)
Boiling point:
443.9±45.0 °C(Predicted)
Density 
1.265
storage temp. 
2-8°C
pka
4.01±0.20(Predicted)
Appearance
White to off-white Solid
optical activity
[α]22/D 59°, c = 2 in acetic acid
CAS DataBase Reference
28697-11-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-38-37-36
Safety Statements 
26-36
WGK Germany 
3
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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
499587
Product name
(S)-(?)-1-Cbz-2-piperidinecarboxylic acid
Purity
97%
Packaging
5g
Price
$69.5
Updated
2023/01/07
TRC
Product number
B194195
Product name
(S)-1-((Benzyloxy)carbonyl)piperidine-2-carboxylicAcid
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
B194195
Product name
(S)-1-((Benzyloxy)carbonyl)piperidine-2-carboxylicAcid
Packaging
500mg
Price
$65
Updated
2021/12/16
AK Scientific
Product number
W5133
Product name
(S)-1-N-Cbz-Pipecolinicacid
Packaging
5g
Price
$54
Updated
2021/12/16
Chem-Impex
Product number
16258
Product name
Z-L-homoproline,98%(HPLC)
Purity
98%(HPLC)
Packaging
5G
Price
$46.37
Updated
2021/12/16
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(L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Synthesis

60369-19-9

28697-11-2

Method B: Synthesis of (S)-piperidine-1,2-dicarboxylic acid 1-benzyl ester 1. To a stirred mixed solution of (S)-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (8.0 g, 28.8 mmol) in MeOH (75 mL) and water (38 mL) at 0 °C was slowly added powdered KOH (1.78 g, 31.7 mmol). 2. The reaction mixture was stirred at room temperature for 16 hours. 3. Upon completion of the reaction, MeOH was removed under vacuum. 4. The residue was diluted with water and washed with DCM. 5. The aqueous layer was acidified with 1.0 M HCl to pH < 7 and subsequently extracted three times with ethyl acetate. 6. The organic extracts were combined, dried with anhydrous Na2SO4, filtered and concentrated in vacuum to afford (L)-N-CBZ-piperidinecarboxylic acid as a light yellow oil (7.6 g, 100% yield). Product Characterization: 1H NMR (400 MHz, CD3OD) δ 1.36-1.61 (2H, m), 1.70-1.85 (3H, m), 2.28-2.40 (1H, m), 3.05-3.26 (1H, m), 4.06-4.14 (1H, m), 4.89-5.26 (4H, m), 7.37-7.48 (5H, m ); 13C NMR (100 MHz, CD3OD) δ 20.5,20.6 (CH2), 24.6,24.7 (CH2), 26.6 (CH2), 41.8,41.9 (CH2), 54.5,54.7 (CH), 67.2,67.3 (CH2), 127.6 (CH), 127.9 (CH), 128.4 (CH), 136.9 (C), 173.4 (CO). Note: Method C does not provide detailed information.

References

[1] Patent: US2002/61853, 2002, A1
[2] Patent: US2003/96737, 2003, A1

(L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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(L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID Suppliers

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View Lastest Price from (L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
(L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID 28697-11-2
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Zhuozhou Wenxi import and Export Co., Ltd
Product
(S)-()-1-Cbz-2-piperidinecarboxylic acid 28697-11-2
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
(L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID 28697-11-2
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG
Release date
2020-01-30

28697-11-2, (L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACIDRelated Search:

Z-HomoSer-OH Z-HYP(TBU)-OH Z-Hyp(tBu)-OH.DCHA 1-CBZ-2-PIPERIDINECARBOXYLIC ACID L(-)-Pipecolinic acid 1-CBZ-2-PIPERIDINECARBOXYLIC ACID D(+)-Pipecolinic acid (D)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID METHYL (2S,5R)-1-CBZ-5-HYDROXY-6-METHOXYPIPECOLINATE (L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID CBZ-(2S, 4R)-4-HYDROXY-PIPERIDINE-2-CARBOXYLIC ACID METHYL ESTER (3S,4AS,8AS)-2-CARBOBENZYLOXY-DECAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID CIS-4-HYDROXY-PIPERIDINE-1,2-DICARBOXYLIC ACID 1-BENZYL ESTER 2-METHYL ESTER

  • (L)-N-CBZ-PIPECOLIC ACID
  • (L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID
  • Z-D-PIPECOLIC ACID
  • Z-D-PIPECOLINIC ACID
  • Z-D-PIP-OH
  • PIPERIDINE-1,2-DICARBOXYLIC ACID 1-BENZYL ESTER
  • (-)-N-CBZ-L-PIPECOLINIC ACID
  • N-BENZYLOXYCARBONYL-(S)-(-)-PIPECOLINIC ACID
  • (S)-1-N-CBZ-PIPECOLINIC ACID
  • (S)-(-)-1-(CARBOBENZYLOXY)-2-PIPERIDINECARBOXYLIC ACID
  • (S)-1-(BENZYLOXYCARBONYL)PIPERIDINE-2-CARBOXYLIC ACID
  • (S)-(-)-N-BENZYLOXYCARBONYL-PIPECOLINIC ACID
  • (S)-N-CARBOBENZYLOXY-2-PIPERIDINECARBOXYLIC ACID
  • (S)-PIPERIDINE-1,2-DICARBOXYLIC ACID 1-BENZYL ESTER
  • (S)-(-)-1-(carbobenzyloxy)-2-piperidine-carboxyli
  • (S)-(-)-1-Cbz-2-piperidinecarboxylic acid, 97%
  • (2S)-1-(Carbobenzyloxy)-2-piperidinecarboxylic acid
  • (2S)-1-[(Benzyloxy)carbonyl]hexahydro-2-pyridinecarboxylic acid
  • (S)-(-)-1-Cbz-piperidine-2-carboxylic acid
  • N-Benzyloxycarbonyl-(S)-piperidine-2-carboxylic acid
  • N-Cbz-S-2-Piperidinecarboxylic acid
  • (S)-(-)-1-Cbz-2-piperidinecarboxylic acid 97%
  • 1,2-Piperidinedicarboxylic acid, 1-(phenylmethyl) ester, (2S)-
  • (S)-1-(Benzyloxycarbonyl)-2-piperidine-carboxylic Acid
  • (2S)-1-benzyloxycarbonylpiperidine-2-carboxylic acid
  • (2S)-1-phenylmethoxycarbonylpiperidine-2-carboxylic acid
  • N-Cbz-L-pipecolic acid
  • Z-HomoPro-OH
  • N-Cbz-S-2-Piperidinecarboxylic aci
  • Cbz-L-Pipecolic acid
  • (<i>S</i>)-(?)-1-Cbz-2-piperidinecarboxylic acid
  • (S)-(-)-1-(carbobenzyloxy)-2-piperidine-carboxylic
  • (S)-(-)-1-Cbz-2-piperidinecarboxylic acid
  • 28697-11-2
  • CARBOXYLIC ACID
  • Piperidines
  • Heterocyclic Building Blocks
  • Chiral Building Blocks
  • Asymmetric Synthesis
  • chiral
  • Chiral Building Blocks
  • Heterocyclic Building Blocks
  • Piperidines