Boc-D-Glutamic acid 5-benzyl ester
- Product Name
- Boc-D-Glutamic acid 5-benzyl ester
- CAS No.
- 35793-73-8
- Chemical Name
- Boc-D-Glutamic acid 5-benzyl ester
- Synonyms
- BOC-GLU(OBZL)-OH;BOC-L-GLU(BZL)-OH;BOC-L-GLU(OBZL)-OH;Boc-D-Glu-Obzl(oBzl);Boc-D-Glu(OBzl)-OH,97%;BOC-GLUTAMIC ACID(OBZL)-OH;BOC-L-GLUTAMIC ACID (OBZL);5-BENZYL N-BOC-L-GLUTAMATE;TBOC-L-GLUTAMIC ACID (OBZL);Boc-D-glutamic acidγ-benzyl ester
- CBNumber
- CB5853553
- Molecular Formula
- C17H23NO6
- Formula Weight
- 337.37
- MOL File
- 35793-73-8.mol
Boc-D-Glutamic acid 5-benzyl ester Property
- Melting point:
- 69-71 °C
- alpha
- 5.5 º (c=1% in acetic acid)
- Boiling point:
- 522.6±50.0 °C(Predicted)
- Density
- 1?+-.0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,2-8°C
- form
- solid
- pka
- 3.81±0.10(Predicted)
- color
- White
- CAS DataBase Reference
- 35793-73-8(CAS DataBase Reference)
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
- HS Code
- 2922500090
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
-
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- 8.53089
- Product name
- Boc-D-Glu(OBzl)-OH
- Purity
- Novabiochem?
- Packaging
- 25g
- Price
- $403
- Updated
- 2025/07/31
- Product number
- 264265
- Product name
- Boc-D-glutamic acid 5-benzyl ester
- Packaging
- 5g
- Price
- $400
- Updated
- 2021/12/16
- Product number
- B656113
- Product name
- Boc-D-Glu(OBzl)-OH
- Packaging
- 250mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- AS91179
- Product name
- N-Boc-D-glutamic Acid 5-Benzyl Ester
- Purity
- 97+% ee
- Packaging
- 5G
- Price
- $42
- Updated
- 2021/12/16
- Product number
- E793
- Product name
- Boc-D-Glutamicacid5-benzylester
- Packaging
- 5g
- Price
- $27
- Updated
- 2021/12/16
Boc-D-Glutamic acid 5-benzyl ester Chemical Properties,Usage,Production
Uses
Boc-Glu(OBzl)-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
24424-99-5
2578-33-8
35793-73-8
(R)-2-Amino-5-(benzyloxy)-5-oxovaleric acid (6.0 g, 25.3 mmol) was used as a starting material, which was dissolved in a mixed solvent of dioxane and water (1:1, 40 mL). To this solution was added di-tert-butyl dicarbonate (Boc2O, 6.62 g, 30.36 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was diluted with 30 mL of water and alkalized with sodium carbonate (Na2CO3). Subsequently, the aqueous layer was washed with ethyl acetate (EtOAc, 3 x 100 mL). The aqueous layer was adjusted to pH 2-3 with 5 M HCl aqueous solution and then extracted with ethyl acetate (EtOAc, 4 × 100 mL). The organic extracts were combined, washed with brine and dried with anhydrous sodium sulfate (Na2SO4). Finally, the solvent was removed by distillation under reduced pressure to afford the target product (R)-5-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid [Compound 3j, 8.19 g, 96% yield] as a viscous, colorless oil. The product was structurally confirmed by nuclear magnetic resonance hydrogen spectroscopy (1H NMR, CDCl3) and electrospray mass spectrometry (ESI MS).
References
[1] Patent: WO2017/98529, 2017, A1. Location in patent: Page/Page column 18; 32
[2] Patent: EP2612857, 2017, B1. Location in patent: Paragraph 0123-0124
[3] Organic and Biomolecular Chemistry, 2007, vol. 5, # 12, p. 1915 - 1923
[4] Chinese Chemical Letters, 2011, vol. 22, # 12, p. 1443 - 1446
Boc-D-Glutamic acid 5-benzyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Boc-D-Glutamic acid 5-benzyl ester manufacturers
- Product
- Boc-D-Glu(Obzl)-OH 35793-73-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T+
- Release date
- 2023-09-24
- Product
- Boc-D-Glu(Obzl)-Obzl 35793-73-8
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2019-07-19
- Product
- Boc-D-Glutamic acid 5-benzyl ester 35793-73-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20kg
- Release date
- 2018-08-14