ChemicalBook > CAS DataBase List > 1-(Boc-amino)cyclopropanecarboxylic acid

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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
39977
Product name
1-(Boc-amino)cyclopropanecarboxylic acid
Purity
≥98.0% (TLC)
Packaging
1g
Price
$572
Updated
2023/06/20
TCI Chemical
Product number
B3138
Product name
1-[(tert-Butoxycarbonyl)amino]cyclopropanecarboxylic Acid
Purity
min. 95.0 %
Packaging
5G
Price
$130
Updated
2025/07/31
TCI Chemical
Product number
B3138
Product name
1-[(tert-Butoxycarbonyl)amino]cyclopropanecarboxylic Acid
Purity
min. 95.0 %
Packaging
25G
Price
$390
Updated
2025/07/31
TRC
Product number
B619645
Product name
1-(Boc-amino)cyclopropanecarboxylic acid
Packaging
5G
Price
$200
Updated
2021/12/16
Usbiological
Product number
266539
Product name
Boc-1-aminocyclopropane-1-carboxylic acid
Packaging
500mg
Price
$333
Updated
2021/12/16
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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

Hexamethylphosphoramide tert-Butyl methyl ether Sodium sulfate Sodium chloride Strong alkaline anion exchange resin Di-tert-butyl dicarbonate tert-Butanol Glycine ethyl ester hydrochloride Triethylamine Diisopropylamine Benzaldehyde 1,2-Dibromoethane Tetrahydrofuran Diethyl ether Ammonium chloride Ethyl acetate Hydrochloric acid Sodium bicarbonate Magnesium sulfate n-Butyllithium

Preparation Products

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View Lastest Price from 1-(Boc-amino)cyclopropanecarboxylic acid manufacturers

Henan Aochuang Chemical Co.,Ltd.
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
Henan Fengda Chemical Co., Ltd
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
Zhuozhou Wenxi import and Export Co., Ltd
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

88950-64-5, 1-(Boc-amino)cyclopropanecarboxylic acidRelated Search:

ALTRENOGEST Cyclopropyl acetylene POLYURETHANE Betaine Dicyclopropane methylamine Cyclopropylacetic acid Methyl anthranilate Cyclopropylamine Cyclopropanecarbonitrile Urethane 4-Aminobenzoic acid Aminomethylcyclopropane Lithium diisopropylamide Cyclopropanecarboxylic acid Glycine Boc-5-aminopentanoic acid DI-TERT-BUTYL ETHER Anthranilic acid

  • BOC-ACPC-OH
  • BOC-AC3C-OH
  • BOC-(1)NHCPROPN-OH
  • BOC-(1)NH-DELTA-OH
  • BOC-1-AMINOCYCLOPROPANE-1-CARBOXYLIC ACID
  • BOC-1-AMINO-1-CYCLOPROPANE CARBOXYLIC ACID
  • BOC-1, 1-ACCP
  • 1-(BOC-AMINO)CYCLOPROPANECARBOXYLIC ACID
  • 1-(N-T-BOC-AMINO)-CYCLOPROPANECARBOXYLIC ACID
  • 1-N-(BOC)AMINO-CYCLOPROPANE-1-CARBOXYLIC ACID
  • 1-(TERT-BUTYLOXYCARBONYL-AMINO)-CYCLOPROPYL-1-CARBOXYLIC ACID
  • 1-[(TERT-BUTOXYCARBONYL)AMINO]CYCLOPROPANECARBOXYLIC ACID
  • N-ALPHA-T-BUTOXYCARBONYL-1-AMINO-CYCLOPROPANE-1-CARBOXYLIC ACID
  • N-ALPHA-T-BUTOXYCARBONYL-1-AMINO-CYCLOPROPANECARBOXYLIC ACID
  • RARECHEM AR PA 0007
  • 1-(Boc-amino)cyclopropanecarboxylic acid 1-[(tert-Butoxycarbonyl)amino]cyclopropanecarboxylic acid
  • Boc-1-aminocyclopropane-1-carboxylic acid≥ 99% (HPLC)
  • Boc-1-Aminocyclopropanecarboxylic acid
  • 1-[(BOC)AMINO] CYCLOPANECARBOXYLIC ACID
  • 1-[(tert-Butoxycarbonyl)amino]cyclopropanecarboxylic acid 97%
  • 1-(T-BUTYLOXYCARBONYL-AMINO)-CYCLOPROPYL-1-CARBOXYLIC ACID
  • 1-(TERT-BOC-AMINO)CYCLOPROPANECARBOXYLIC ACID
  • N-Boc-1-aminocyclopropanecarboxylic acid
  • 1-[(tert-Butoxycarbonyl)amino]cyclopropane-1-carboxylic acid
  • 1-Aminocyclopropane-1-carboxylic acid, N-BOC protected
  • Boc-ACC-OH
  • 1-(N-tert-butoxycarbonyl-amino)cyclopropanecarboxylic acid
  • 1-Aminocyclopropane-1-carboxylic acid, N-BOC protected 97%
  • 1-(tert-butoxycarbonyl)cyclopropanecarboxylic acid
  • Boc-ACPC-OH Boc-1-AMinocyclopropane-1-carboxylic acid
  • 1-(Boc-amino)cyclopropanecarboxylic acid ,98%
  • 1-[(tert-Butoxycarbonyl)amino]cyclopropane-1-carboxylic acid, 1-[(tert-Butoxycarbonyl)amino]-1-carboxycyclopropane
  • N-t-BOC-1-AMino-1-cyclopropanecarboxylic acid
  • Boc-1-aminocycL
  • Cyclopropanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-
  • Boc-1-aminocyclopropyl formic acid
  • 1-(Boc-amino)cyclopropanecarboxylic acid USP/EP/BP
  • 1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid
  • 1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopropane-1-carboxylic acid
  • 1-{[(tert-butoxy)carbonyl]amino}
  • N-Boc-1-aminocyclopropanecarboxylic acid, CAS 88950-64-5
  • 88950-64-5
  • 88950-64-2
  • C9H15NO4
  • Unnatural Amino Acid Derivatives
  • Peptide Synthesis
  • Alicyclic Amino Acids
  • Specialty Synthesis
  • Alicyclic Amino Acids
  • Peptide Synthesis
  • Unnatural Amino Acid Derivatives
  • Peptide
  • Carboxylic Acids
  • Ring Systems
  • Amino Acids and Derivatives
  • Carboxylic Acids
  • Amino Acid Derivatives