ChemicalBook > CAS DataBase List > Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate

Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate

Product Name
Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate
CAS No.
3392-05-0
Chemical Name
Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate
Synonyms
Boc-Ala-OSu;BOC-L-ALA-OSU;BOC-D-ALA-OSU;Boc-Ala-OSu, BR;BOC-D-ALANINE-OSU;BOC-L-Alanine-Osu;BOC-ALA-OSU CAS:3392-05-0;(Tert-Butoxy)Carbonyl Ala-OSu;N-Boc-L-alanine N-succinimidyl;Boc-L-Alanine N-hydroxysuccinimde
CBNumber
CB6277666
Molecular Formula
C12H18N2O6
Formula Weight
286.28
MOL File
3392-05-0.mol
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Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate Property

Melting point:
161-163 °C
alpha 
-52 º (c=2.5% in dioxane)
Density 
1.27±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Soluble in water or 1% acetic acid
form 
Powder
pka
10.81±0.46(Predicted)
Appearance
White to off-white Solid
optical activity
[α]20/D 52±3.5°, c = 2.5% in dioxane
Sensitive 
Moisture Sensitive
BRN 
3560476
CAS DataBase Reference
3392-05-0(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
3-10-21
HS Code 
29224999
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
15385
Product name
Boc-Ala-OSu
Packaging
5g
Price
$113
Updated
2023/06/20
TCI Chemical
Product number
B3413
Product name
Boc-Ala-OSu
Packaging
5G
Price
$71
Updated
2025/07/31
TCI Chemical
Product number
B3413
Product name
Boc-Ala-OSu
Packaging
25G
Price
$213
Updated
2025/07/31
Chem-Impex
Product number
04046
Product name
Boc-L-alanine -hydroxysuccinimide ester
Purity
≥ 98% (HPLC)
Packaging
5G
Price
$12.5
Updated
2021/12/16
Activate Scientific
Product number
AS39017
Product name
Boc-Ala-OSU
Purity
95% ee
Packaging
5G
Price
$22
Updated
2021/12/16
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Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

Reactant involved in synthesis of:

  • Muramyldipeptide analogs via solid-phase synthesis
  • Microcin C analogs for use as antibacterials
  • Lipid I and nucleoside diphosphate peptide derivatives via N-methylimidazolium chloride catalyzed coupling
  • N-Protected dipeptide acids
  • Free and peptide-bound glycated amino acids for studies of interactions with human Caco-2 interstinal epithelial cell apical membrane transport proteins
  • 7-Substituted camptothecin conjugates with RGD-peptides as avβ3 integrin ligands

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

15761-38-3

107960-02-1

3392-05-0

Example 11: Preparation of N-succinimidyl N-tert-butoxycarbonyl-L-alanine ester 0.95 g (5 mmol) of N-tert-butoxycarbonyl-L-alanine and 0.66 ml (5.5 mmol) of N-methylmorpholine were dissolved in 6 ml of tetrahydrofuran (THF), followed by a one-time addition of 1.8 g (5.5 mmol) of N-succinimidyl 1,2,2,2-tetrachloroethyl carbonate. The reaction mixture was stirred at 20°C for 2 hours. After completion of the reaction, it was diluted by adding about 25 ml of ethyl acetate, and the organic phase was washed quickly with 1N HCl solution, potassium bicarbonate solution in sequence, and finally washed twice with water. The organic phase was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was recrystallized by ethyl acetate/petroleum ether mixed solvent to give 1.25 g (87% yield) of white crystals. Evaporation of the mother liquor and recrystallization recovered 0.1 g of product, raising the overall yield to 94%. The melting point of the product was 158 °C. [α]D20 = +50.7 (c = 2, dioxane).

References

[1] Journal of Organic Chemistry, 1987, vol. 52, # 12, p. 2364 - 2367
[2] Patent: US4782164, 1988, A

Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate Preparation Products And Raw materials

Raw materials

Preparation Products

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Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate Suppliers

J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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China
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4006356688 18621169109
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View Lastest Price from Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Boc-L-Ala-OSu 3392-05-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
95%
Supply Ability
1T+
Release date
2024-03-21
Hangzhou ICH Biofarm Co., Ltd
Product
Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate 3392-05-0
Price
US $0.00-0.00/g
Min. Order
1g
Purity
98%
Supply Ability
100kg
Release date
2023-06-30
Zhuozhou Wenxi import and Export Co., Ltd
Product
Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate 3392-05-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11

3392-05-0, Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionateRelated Search:


  • BOC-D-ALA-OSU
  • BOC-D-ALANINE-OSU
  • BOC-D-ALANINE N-HYDROXYSUCCINIMIDE ESTER
  • BOC-D-ALANINE-HYDROXYSUCCINIMIDE ESTER
  • N-ALPHA-T-BOC-D-ALANINE N-HYDROXYSUCCINIMIDE ESTER
  • succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate
  • Boc-L-Alanine N-hydroxysuccinimde ester
  • BOC-L-ALA-OSU
  • Boc-L-alanineydroxysuccinimidester
  • Boc-Ala-OSu
  • Boc-L-alanine N-succinimidyl ester
  • BOC-ALANINE-1-HYDROXYSUCCINIMIDE ESTER
  • BOC-L-ALANINE-HYDROXYSUCCINIMIDESTER
  • N-(tert-butoxycarbonyl)-L-alanine hydroxysuccinimide ester
  • Boc-L-alanine N-succinimidyl ester, Boc-L-alanine hydroxysuccinimide ester
  • (S)-2-[[(1,1-Dimethylethoxy)carbonyl]amino]propionic acid 2,5-dioxopyrrolidin-1-yl ester
  • [(S)-1-[[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl]ethyl]carbamic acid 1,1-dimethylethyl ester
  • N-(tert-Butoxycarbonyl)alanine 2,5-dioxopyrrolizino
  • N-(tert-Butoxycarbonyl)-L-alanine 2,5-dioxopyrrolizino
  • N-(tert-Butyloxycarbonyl)-L-alanine 2,5-dioxopyrrolizino
  • N-(tert-Butyloxycarbonyl)-L-alanine succinimidyl ester
  • (2,5-dioxopyrrolidin-1-yl) 2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
  • 2-(tert-butoxycarbonylamino)propionic acid succinimido ester
  • Succinimido-2-[(tert-butoxycarbonyl)amino]propionate
  • Boc-L-Alanine N-hydroxysuccinimde
  • Boc-L-alanineN-hydroxysuccinimide ester≥ 98% (HPLC)
  • 2,5-dioxopyrrolidin-1-yl (2S)-2-{[(tert-butoxy)carbonyl]aMino}propanoate
  • N-Boc-L-alanine N-succiniMidyl ester, 98%
  • 2,5-dioxopyrrolidin-1-yl 2-{[(tert-butoxy)carbonyl]aMino}propanoate
  • (Tert-Butoxy)Carbonyl Ala-OSu
  • (S)-2,5-Dioxopyrrolidin-1-yl2-((tert-butoxycarbonyl)amino)propanoate
  • Boc-Ala-OSu, BR
  • N-t-Butoxycarbonyl-L-alanine N-Hydroxysuccinimide Ester
  • L-Alanine, N-[(1,1-dimethylethoxy)carbonyl]-, 2,5-dioxo-1-pyrrolidinyl ester
  • BOC-ALA-OSU CAS:3392-05-0
  • Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate USP/EP/BP
  • BOC-L-Alanine-Osu
  • Boc-L- alanine N- succinimide ester
  • N-Boc-L-alanine N-succinimidyl
  • 3392-05-0
  • C12H18N2O6
  • Specialty Synthesis
  • Peptide Synthesis
  • Amino Acid Derivatives
  • Alanine
  • Alanine [Ala, A]
  • Boc-Amino Acids and Derivative
  • Boc-Amino acid series
  • Amino Acid Derivatives
  • Amino Acids