(-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID
- Product Name
- (-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID
- CAS No.
- 151907-79-8
- Chemical Name
- (-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID
- Synonyms
- Boc-D-AcPEC;(-)-(1S,4R)-N-Boc-g-homocycloleu-2-ene;(-)-(1S,4R)-N-BOC-GAMMA-HOMOCYCLOLEU-2-ENE;(1S,4R)-Boc-4-aminocyclopent-2-ene-carboxylic acid;(1S,4R)-4-(Boc-amino)-2-cyclopentenecarboxylic Acid;(-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACI;(1S,4R)-N-Boc-4-aminocyclopent-2-ene-1-carboxylic acid;(-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID;(-)-(1S,4R)-N-Boc-4-Aminocyclopent-2-enecarboxylic acid;Cis-(1S,4R)-4-Boc-aMino-2-Cyclopentene-1-carboxylic acid
- CBNumber
- CB2470304
- Molecular Formula
- C11H17NO4
- Formula Weight
- 227.26
- MOL File
- 151907-79-8.mol
(-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID Property
- Melting point:
- 152.9 °C
- Boiling point:
- 368.97°C (rough estimate)
- Density
- 1.1781 (rough estimate)
- refractive index
- 1.5718 (estimate)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 4.31±0.40(Predicted)
- Appearance
- White to off-white Solid
- optical activity
- [α]20/D -48,5±2°, c =1% in methanol
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C11H17NO4/c1-11(2,3)16-10(15)12-8-5-4-7(6-8)9(13)14/h4-5,7-8H,6H2,1-3H3,(H,12,15)(H,13,14)/t7-,8+/m1/s1
- InChIKey
- WOUNTSATDZJBLP-SFYZADRCSA-N
- SMILES
- [C@H]1(C(O)=O)C[C@@H](NC(OC(C)(C)C)=O)C=C1
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.
N-Bromosuccinimide Price
- Product number
- B667863
- Product name
- (-)-(1S,4R)-N-Boc-4-aminocyclopent-2-enecarboxylicacid
- Packaging
- 50mg
- Price
- $120
- Updated
- 2021/12/16
- Product number
- 15214
- Product name
- (-)-(1S,4R)-N-Boc-4-aminocyclopent-2-enecarboxylicacid,98%(HPLC)
- Purity
- 98%(HPLC)
- Packaging
- 100MG
- Price
- $56
- Updated
- 2021/12/16
- Product number
- CS-W010416
- Product name
- (1S,4R)-4-((tert-Butoxycarbonyl)amino)cyclopent-2-enecarboxylicacid
- Packaging
- 100mg
- Price
- $82
- Updated
- 2021/12/16
- Product number
- FB56201
- Product name
- (-)-(1S,4R)-N-Boc-4-aminocyclopent-2-enecarboxylic acid
- Packaging
- 100mg
- Price
- $93
- Updated
- 2021/12/16
- Product number
- 15214
- Product name
- (-)-(1S,4R)-N-Boc-4-aminocyclopent-2-enecarboxylicacid,98%(HPLC)
- Purity
- 98%(HPLC)
- Packaging
- 250MG
- Price
- $112
- Updated
- 2021/12/16
(-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID Chemical Properties,Usage,Production
Chemical Properties
beige to light brown crystalline powder
Uses
peptide synthesis
Synthesis
To a (1R,4S)-2-azabicyclo[2.2.1]hept-5-en-3-one (5.0 g, 46 mmol)/water (30.5 ml) solution of Aqueous HCl solution (2M, 23.0 ml, 46.0 mmol) was added to the solution. The reaction mixture was heated at about 80 ??C for about 2 h to . After heating at about 80 ??C for about 2 h to , the reaction mixture was cooled to ambient temperature and the solvent was removed under reduced pressure. The solid was dried in a vacuum oven at about 70 ??C and used without further purification. The solvent was added to (1S,4R)-4-amino at about 0??C. The solvent was removed under pressure. (1S,4R)-4-amino -cyclopent-2-enecarboxylic acid hydrochloride (9.20 g, 45.8 mmol)/1,4-dioxane (15 ml) and water (18.3 ml). (18.3 ml) solution was added DIEA (32.0 ml, 183 mmol). After stirring for about 5 minutes, di-tert-butyl bicarbonate (di-tert-butyl ) was added. dicarbonate) (11.7 ml, 50.4 mmol)/1,4-dioxane hexane (5 ml) solution. The reaction mixture was brought to ambient temperature and stirred for about 18 hours. The solvent was removed under reduced pressure and the crude oil was dried in a vacuum oven at about 65??C for about 3 hours. The crude oil was extracted with A gradient elution of 80-100% EtOAc/heptane purified the crude product by silica gel chromatography to afford (-)-(1S,4R)-N-tert-butyloxycarbonyl-4-aminocyclopent-2-ene-1-carboxylic acid (5.2 g, 50%, two steps): LC/MS (Table 2, method a) Rt = 1.81 min; MS m/z: 226(M-H)-.
(-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID manufacturers
- Product
- (1s,4r)-4-{[(tert-butoxy)carbonyl]amino}cyclopent-2-ene-1-carboxylic acid 151907-79-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 1 tons
- Release date
- 2024-11-15
- Product
- (-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID 151907-79-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2019-07-03