BOC-GLY-NH2
- Product Name
- BOC-GLY-NH2
- CAS No.
- 35150-09-5
- Chemical Name
- BOC-GLY-NH2
- Synonyms
- BOC-GLY-NH2;Boc-glycamide;Boc-Glycinamide;Boc-glycine amide;N-Boc-glycinamide,95%;N-Boc-glycinaMide, 95%;(Tert-Butoxy)Carbonyl Gly-NH2;TERT-BUTYL CARBAMOYLMETHYLCARBAMATE;N-tert-Butoxycarbonyl-L-glycinamide;TERT-BUTYL 2-AMINO-2-OXOETHYLCARBAMATE
- CBNumber
- CB6420206
- Molecular Formula
- C7H14N2O3
- Formula Weight
- 174.2
- MOL File
- 35150-09-5.mol
BOC-GLY-NH2 Property
- Melting point:
- 85-87 °C
- Boiling point:
- 339.7±25.0 °C(Predicted)
- Density
- 1.107±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Store in freezer, under -20°C
- form
- Solid
- pka
- 12.01±0.46(Predicted)
- color
- White
- InChI
- InChI=1S/C7H14N2O3/c1-7(2,3)12-6(11)9-4-5(8)10/h4H2,1-3H3,(H2,8,10)(H,9,11)
- InChIKey
- RHONTQZNLFIDCQ-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)NCC(N)=O
Safety
- HS Code
- 2924297099
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.
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
- B656120
- Product name
- Boc-Glycinamide
- Packaging
- 500mg
- Price
- $85
- Updated
- 2021/12/16
- Product number
- B656120
- Product name
- Boc-Glycinamide
- Packaging
- 2.5g
- Price
- $150
- Updated
- 2021/12/16
- Product number
- 264291
- Product name
- Boc-glycinamide
- Packaging
- 250mg
- Price
- $355
- Updated
- 2021/12/16
- Product number
- AAA0001836
- Product name
- TERT-BUTYL-2-AMINO-2-OXOETHYLCARBAMATE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $1062.6
- Updated
- 2021/12/16
- Product number
- AAA0001836
- Product name
- TERT-BUTYL-2-AMINO-2-OXOETHYLCARBAMATE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $179.55
- Updated
- 2021/12/16
BOC-GLY-NH2 Chemical Properties,Usage,Production
Uses
Boc-Glycinamide is a useful synthetic intermediate. It is used to prepare primary amides as selective inhibitors of cathepsin K. It is also used to prepare group A streptococcal vaccine.
Synthesis
4530-20-5
35150-09-5
Boc-Gly-OH (1.00 g, 5.70 mmol) was dissolved in anhydrous THF (16.0 mL) under nitrogen protection and cooled to 0°C. To this solution was added DIPEA (1.2 mL, 6.84 mmol) and stirred at 0 °C for 30 min. Subsequently, 2,2,2-trichloroethyl chloroformate (0.94 mL, 6.84 mmol) was quickly added and stirring was continued for 30 minutes. Then, a mixture of pre-formulated aqueous NH3 solution (2.0 mL) with THF (2.0 mL) was added. The reaction mixture was gradually warmed up to room temperature and stirred continuously for 16 hours. Upon completion of the reaction, the mixture was concentrated under reduced pressure and the resulting residue was extracted by partitioning with EtOAc (40 mL) and water (40 mL). The aqueous layer was further extracted with EtOAc (2 x 30 mL), and all organic layers were combined and washed sequentially with saturated aqueous NaHCO3 solution (30 mL), water (30 mL) and brine (30 mL). The organic layer was dried with MgSO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford the target compound glycinamide (798 mg, 80% yield) as a colorless oil.
References
[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 3, p. 834 - 864
[2] Tetrahedron, 2018, vol. 74, # 15, p. 1951 - 1956
[3] Tetrahedron Letters, 2005, vol. 46, # 40, p. 6879 - 6882
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 15, p. 4994 - 4997
[5] Tetrahedron Letters, 2003, vol. 44, # 39, p. 7325 - 7328
BOC-GLY-NH2 Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from BOC-GLY-NH2 manufacturers
- Product
- BOC-GLY-NH2 35150-09-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2024-08-09
- Product
- BOC-GLY-NH2 35150-09-5
- Price
- US $9.80/KG
- Min. Order
- 1g
- Purity
- ≥99.0%
- Supply Ability
- 100kg
- Release date
- 2020-01-02