Boc-D-Asparagine
- Product Name
- Boc-D-Asparagine
- CAS No.
- 75647-01-7
- Chemical Name
- Boc-D-Asparagine
- Synonyms
- Nalpha D;BOC-D-ASN;BOC-D-ASN-OH;Z-D-Leu.DCHA;N-BOC-D-Asn-OH;BOC-D-ASPARAGINE;Nα-Boc-D-asparag;N-BOC-D-ASPARAGINE;Nalpha-BOC-D-Asn-OH;Nα-Boc-D-asparagine
- CBNumber
- CB3408755
- Molecular Formula
- C9H16N2O5
- Formula Weight
- 232.23
- MOL File
- 75647-01-7.mol
Boc-D-Asparagine Property
- Melting point:
- 165-169 °C
- alpha
- 9 º (c=1, DMF)
- Boiling point:
- 374.39°C (rough estimate)
- Density
- 1.2896 (rough estimate)
- refractive index
- 7.7 ° (C=1, DMF)
- storage temp.
- Sealed in dry,2-8°C
- solubility
- soluble in Dimethylformamide
- pka
- 3.79±0.10(Predicted)
- form
- Powder
- color
- White
- BRN
- 4843040
- CAS DataBase Reference
- 75647-01-7(CAS DataBase Reference)
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.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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
- 8.53088
- Product name
- Boc-D-Asn-OH
- Purity
- Novabiochem?
- Packaging
- 25g
- Price
- $1420
- Updated
- 2025/07/31
- Product number
- 15064
- Product name
- Boc-D-Asn-OH
- Purity
- ≥98.0% (TLC)
- Packaging
- 5g
- Price
- $210
- Updated
- 2025/07/31
- Product number
- B2964
- Product name
- Nalpha-(tert-Butoxycarbonyl)-D-asparagine
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $26
- Updated
- 2025/07/31
- Product number
- B2964
- Product name
- Nalpha-(tert-Butoxycarbonyl)-D-asparagine
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $65
- Updated
- 2025/07/31
- Product number
- B622000
- Product name
- Nα-Boc-D-asparagine
- Packaging
- 5g
- Price
- $120
- Updated
- 2021/12/16
Boc-D-Asparagine Chemical Properties,Usage,Production
Chemical Properties
white fine crystalline powder
Uses
Nα-Boc-D-asparagine is an N-Boc-protected form of D-Asparagine (A788990). D-Asparagine is an isomer of L-Asparagine (A790005) and is used by bacteria (such as Saccharomyces cerevisiae) as a sole nitrogen source for replication. L-Asparagine is also a competitive inhibitor of staphylococcal L-asparaginase and is used as a reagent to synthesize peptide antibiotics.
Definition
ChEBI: Boc-D-asparagine is an asparagine derivative.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
2058-58-4
24424-99-5
7536-55-2
General procedure for the synthesis of BOC-L-asparagine from D-asparagine monohydrate and di-tert-butyl dicarbonate: in Example 75, 5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidene-methylene]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid [(S)-1-(2-methoxy-ethyl)-2,5-dioxo-pyrrolidin- 3-yl]-amide ester (75a, 2.0 g, 15 mmol) and Na2CO3 (1.6 g, 15 mmol) were dissolved in a solvent mixture of H2O/1,4-dioxane (30 mL/30 mL). To this solution, di-tert-butyl dicarbonate (Boc)2O (3.96 g, 18.2 mmol) was added dropwise at room temperature. The reaction mixture was stirred overnight and subsequently 1,4-dioxane was removed by evaporation. The remaining aqueous solution was adjusted to pH=2 with 37% HCl. The precipitate precipitated was filtered, washed with water and dried to afford the target product 75b (2.97 g, 84% yield) as a white solid.
References
[1] Patent: WO2008/33562, 2008, A2. Location in patent: Page/Page column 86
[2] Patent: US2009/76005, 2009, A1. Location in patent: Page/Page column 44
[3] Journal of Medicinal Chemistry, 2013, vol. 56, # 7, p. 2936 - 2947
[4] Journal of the American Chemical Society, 2014, vol. 136, # 26, p. 9244 - 9247
Boc-D-Asparagine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Boc-D-Asparagine manufacturers
- Product
- Boc-D-Asparagine 75647-01-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-12
- Product
- Boc-D-Asparagine 75647-01-7
- Price
- US $100.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2018-07-31