1-(Boc-amino)cyclopropanecarboxylic acid
- Product Name
- 1-(Boc-amino)cyclopropanecarboxylic acid
- CAS No.
- 88950-64-5
- Chemical Name
- 1-(Boc-amino)cyclopropanecarboxylic acid
- Synonyms
- Boc-ACC-OH;BOC-AC3C-OH;BOC-ACPC-OH;BOC-1, 1-ACCP;Boc-1-aminocycL;BOC-(1)NH-DELTA-OH;BOC-(1)NHCPROPN-OH;RARECHEM AR PA 0007;1-{[(tert-butoxy)carbonyl]amino};Boc-1-aminocyclopropyl formic acid
- CBNumber
- CB0409746
- Molecular Formula
- C9H15NO4
- Formula Weight
- 201.22
- MOL File
- 88950-64-5.mol
1-(Boc-amino)cyclopropanecarboxylic acid Property
- Melting point:
- 178 °C
- Boiling point:
- 347.6±21.0 °C(Predicted)
- Density
- 1.21±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 4.04±0.20(Predicted)
- form
- Solid
- color
- White to Off-White
- BRN
- 4430628
- InChI
- InChI=1S/C9H15NO4/c1-8(2,3)14-7(13)10-9(4-5-9)6(11)12/h4-5H2,1-3H3,(H,10,13)(H,11,12)
- InChIKey
- DSKCOVBHIFAJRI-UHFFFAOYSA-N
- SMILES
- C1(NC(OC(C)(C)C)=O)(C(O)=O)CC1
- CAS DataBase Reference
- 88950-64-5(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn,O
- Risk Statements
- 36/37/38-22
- Safety Statements
- 26-36-36/37/39-22
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29242990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- 39977
- Product name
- 1-(Boc-amino)cyclopropanecarboxylic acid
- Purity
- ≥98.0% (TLC)
- Packaging
- 1g
- Price
- $572
- Updated
- 2023/06/20
- Product number
- B3138
- Product name
- 1-[(tert-Butoxycarbonyl)amino]cyclopropanecarboxylic Acid
- Purity
- min. 95.0 %
- Packaging
- 5G
- Price
- $130
- Updated
- 2025/07/31
- Product number
- B3138
- Product name
- 1-[(tert-Butoxycarbonyl)amino]cyclopropanecarboxylic Acid
- Purity
- min. 95.0 %
- Packaging
- 25G
- Price
- $390
- Updated
- 2025/07/31
- Product number
- B619645
- Product name
- 1-(Boc-amino)cyclopropanecarboxylic acid
- Packaging
- 5G
- Price
- $200
- Updated
- 2021/12/16
- Product number
- 266539
- Product name
- Boc-1-aminocyclopropane-1-carboxylic acid
- Packaging
- 500mg
- Price
- $333
- Updated
- 2021/12/16
1-(Boc-amino)cyclopropanecarboxylic acid Chemical Properties,Usage,Production
Description
1-(Boc-amino)cyclopropanecarboxylic acid is an important organic compound. It is used in the biological field for the synthesis of irreversible inhibitors of tetrapeptide carboxypeptidases, leading to covalent substrate modifications; preparation of combinatorial libraries. It is used in the synthetic field as a pharmaceutical synthesis intermediate.
Chemical Properties
White crystalline powder
Uses
1-(Boc-amino)cyclopropanecarboxylic Acid is used as a reagent in the synthesis of pyrrolotriazinone derivatives as therapeutic PI3K inhibitors. Also used as a reagent in the synthesis of ether, carbamate and ester derivatives of adarotene as potential antitumor agents.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
24424-99-5
68781-13-5
88950-64-5
General procedure for the synthesis of Boc-1-aminocyclopropanecarboxylic acid from di-tert-butyl dicarbonate and 1-aminocyclopropanecarboxylic acid hydrochloride: 4.18 g (30.37 mmol) of 1-aminocyclopropanecarboxylic acid hydrochloride was dissolved in 61 ml of dichloromethane and 4.7 ml (33.40 mmol) of triethylamine (TEA) was added. The mixture was stirred for 10 minutes and then the dichloromethane was removed by evaporation under reduced pressure. The reaction was dissolved in a solvent mixture of 36.5 ml of 1N NaOH solution and 101 ml of 1,4-dioxane, followed by the addition of 8.4 ml (36.44 mmol) of di-tert-butyl dicarbonate (Boc2O). The reaction mixture was stirred at room temperature for 16 h, after which the 1,4-dioxane was removed by evaporation under reduced pressure. The residue was acidified to pH 3 with 1N HCl and then extracted with 3100 ml of ethyl acetate. The organic phase was dried with anhydrous magnesium sulfate and after evaporation of the solvent under reduced pressure, 3.59 g of 1-(tert-butoxycarbonylamino)cyclopropylacetic acid was obtained in 59% yield. The product was characterized by 1H NMR (400 MHz, MeOD): δ 1.51 (s, 2H), 1.51 (s, 9H), 1.44 (s, 4H).
References
[1] Patent: EP2865664, 2015, A1. Location in patent: Paragraph 0088; 0089
[2] Tetrahedron, 2013, vol. 69, # 16, p. 3495 - 3505
1-(Boc-amino)cyclopropanecarboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1-(Boc-amino)cyclopropanecarboxylic acid manufacturers
- Product
- 1-(Boc-amino)cyclopropanecarboxylic acid 88950-64-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-30
- Product
- 1-(Boc-amino)cyclopropanecarboxylic acid 88950-64-5
- Price
- US $34.00-1.20/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-08
- Product
- 1-(Boc-amino)cyclopropanecarboxylic acid 88950-64-5
- 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