(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER
- Product Name
- (S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER
- CAS No.
- 77215-55-5
- Chemical Name
- (S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER
- Synonyms
- Z-DAP-OTBU;3-Amino-N-Cbz-L-alanine tert-butyl ester;tert-Butyl (S)-2-(Cbz-amino)-3-aminopropanoate;(S)-3-Amino-2-Cbz-amino-propionic acid tert-butyl;(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER;N-α-Carbobenzoxy-L-α,β-diaminopropionic acid t-butyl ester;tert-butyl (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate;(S)-tert-Butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate;tert-butyl (2S)-3-amino-2-{[(benzyloxy)carbonyl]amino}propanoate;tert-butyl (2S)-3-amino-2-(phenylmethoxycarbonylamino)propanoate
- CBNumber
- CB51519571
- Molecular Formula
- C15H22N2O4
- Formula Weight
- 294.35
- MOL File
- 77215-55-5.mol
(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER Property
- Boiling point:
- 444.3±45.0 °C(Predicted)
- Density
- 1.142±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- pka
- 10.57±0.46(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C15H22N2O4/c1-15(2,3)21-13(18)12(9-16)17-14(19)20-10-11-7-5-4-6-8-11/h4-8,12H,9-10,16H2,1-3H3,(H,17,19)/t12-/m0/s1
- InChIKey
- GUTOOFAUODQZRP-LBPRGKRZSA-N
- SMILES
- C(OC(C)(C)C)(=O)[C@H](CN)NC(OCC1=CC=CC=C1)=O
Safety
- HazardClass
- IRRITANT
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- AS116977
- Product name
- (S)-tert-Butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate
- Purity
- 97+% ee
- Packaging
- 250mg
- Price
- $125
- Updated
- 2021/12/16
- Product number
- 1296AL
- Product name
- (S)-3-Amino-2-cbz-amino-propionicacidtert-butylester
- Packaging
- 1g
- Price
- $465
- Updated
- 2021/12/16
- Product number
- CCH0001373
- Product name
- (S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER
- Purity
- 95.00%
- Packaging
- 0.25G
- Price
- $251
- Updated
- 2021/12/16
- Product number
- AS116977
- Product name
- (S)-tert-Butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate
- Purity
- 97+% ee
- Packaging
- 1g
- Price
- $259
- Updated
- 2021/12/16
- Product number
- AS116977
- Product name
- (S)-tert-Butyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate
- Purity
- 97+% ee
- Packaging
- 5G
- Price
- $759
- Updated
- 2021/12/16
(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production
Synthesis
35761-26-3
115-11-7
77215-55-5
GENERAL STEPS: Part F. Synthesis of tert-butyl 2(S)-benzyloxycarbonylamino-3-aminopropionate. Dioxane (120 mL) was added to a Parr flask cooled on dry ice, followed by the slow addition of H2SO4 (8 mL). Next, N(α)-Z-L-2,3-diaminopropionic acid (6.88 g, 28.8 mmol) and pre-cooled isobutene (130 mL, excess) were added. The reaction mixture in the Parr vial was shaken at room temperature for 70 hours. Upon completion of the reaction, unreacted isobutene was removed under reduced pressure. The reaction mixture was slowly poured into an ice-water bath cooled NaOH solution (containing 17.4 g NaOH and 400 mL of ether) while stirring vigorously. The ether layer was separated and the aqueous layer was further extracted with ether. All ether layers were combined and washed twice with 1N NaOH solution and subsequently dried with Na2SO4. The dried ether solution was concentrated to give a solid product (6.3 g, 75% yield). The product was characterized by 1H NMR (300 MHz) and mass spectrometry (NH3-Cl): 1H NMR δ 1.44 (s, 9H), 3.10 (m, 2H), 4.26 (m, 1H), 5.12 (s, 2H), 5.80 (d, 1H), 7.36 (m, 5H); MS (NH3-Cl) calculated value (M + 1)+: 293. Measured value: 293.
References
[1] Journal of Labelled Compounds and Radiopharmaceuticals, 1998, vol. 41, # 4, p. 273 - 277
[2] Patent: US6153628, 2000, A
[3] Journal of Medicinal Chemistry, 2001, vol. 44, # 8, p. 1158 - 1176
[4] European Journal of Medicinal Chemistry, 1987, vol. 22, p. 179 - 186
[5] Bioorganic and Medicinal Chemistry Letters, 1996, vol. 6, # 12, p. 1415 - 1420
(S)-3-AMINO-2-CBZ-AMINO-PROPIONIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
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