N-Boc-S-Trityl-L-cysteine
- Product Name
- N-Boc-S-Trityl-L-cysteine
- CAS No.
- 21947-98-8
- Chemical Name
- N-Boc-S-Trityl-L-cysteine
- Synonyms
- Boc-Cys(Trt);BOC-L-CYS(TRT)-OH;Boc-S-Trityl-Cys-OH;Boc-Cys(Trt)-OH 97%;BOC-CYSTEINE(TRT)-OH;Boc-Cys(Trt)-OH, >=98%;BOC-L-CYSTEINE(TRITYL);N-Boc-S-Trityl-L-Cys-OH;BOC-L-TRITYL-L-CYSTEINE;BOC-S-TRITYL-L-CYSTEINE
- CBNumber
- CB4355333
- Molecular Formula
- C27H29NO4S
- Formula Weight
- 463.59
- MOL File
- 21947-98-8.mol
N-Boc-S-Trityl-L-cysteine Property
- Melting point:
- 143-146 °C(lit.)
- alpha
- 27.5 º (c=1, EtOH)
- Boiling point:
- 610.9±55.0 °C(Predicted)
- Density
- 1.200±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,2-8°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 3.82±0.10(Predicted)
- color
- White to off-white
- optical activity
- [α]20/D +27.5°, c = 1 in ethanol
- BRN
- 2028965
- InChIKey
- JDTOWOURWBDELG-QHCPKHFHSA-N
- SMILES
- C(O)(=O)[C@H](CSC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)NC(OC(C)(C)C)=O
- CAS DataBase Reference
- 21947-98-8(CAS DataBase Reference)
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
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- 8.53005
- Product name
- Boc-Cys(Trt)-OH
- Purity
- Novabiochem?
- Packaging
- 25g
- Price
- $272
- Updated
- 2025/07/31
- Product number
- 8.53005
- Product name
- Boc-Cys(Trt)-OH
- Purity
- Novabiochem?
- Packaging
- 100g
- Price
- $822
- Updated
- 2025/07/31
- Product number
- 459313
- Product name
- Boc-Cys(Trt)-OH
- Purity
- 97%
- Packaging
- 5g
- Price
- $75.1
- Updated
- 2025/07/31
- Product number
- 459313
- Product name
- Boc-Cys(Trt)-OH
- Purity
- 97%
- Packaging
- 25g
- Price
- $220.5
- Updated
- 2025/07/31
- Product number
- 236703
- Product name
- Boc-S-trityl-L-cysteine 99+%
- Packaging
- 1g
- Price
- $156
- Updated
- 2021/12/16
N-Boc-S-Trityl-L-cysteine Chemical Properties,Usage,Production
Chemical Properties
White to yellow crystalline powder
Uses
Boc-Cys(Trt)-OH is used in method for preparing ularitide.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
24424-99-5
2799-07-7
21947-98-8
General procedure for the synthesis of N-tert-butoxycarbonyl-S-trityl-L-cysteine from di-tert-butyl dicarbonate (Boc2O) and S-trityl-L-cysteine: S-trityl-L-cysteine (5 g, 12.7 mmol) was dissolved in 2N NaOH solution (80 mL), followed by the addition of di-tert-butyl dicarbonate (4.5 g, 20 mmol) . The reaction mixture was stirred at room temperature for 24 hours. After completion of the reaction, the aqueous solution was acidified to pH 2 with concentrated hydrochloric acid and then extracted with dichloromethane (2 x 100 mL). The organic phases were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the target compound N-tert-butoxycarbonyl-S-trityl-L-cysteine (5.3 g, 90% yield) as a white foamy solid without further purification.1H NMR (DMSO-d6) δ: 1.37 (s, 9H, tert-butyl-CH3); 2.29-2.58 (m , 2H, CH2); 3.76-3.79 (m, 1H, CH); 6.84 (d, J=7.8Hz, 1H, NH); 7.14-7.38 (m, 15H, triphenylmethyl-H).MALDI-TOF MS: m/z 464.8 [M+H]+, molecular weight 463.59 for calculated value C27H29NO4S.
References
[1] European Journal of Medicinal Chemistry, 2012, vol. 50, p. 383 - 392
[2] Chemical Communications, 2013, vol. 49, # 92, p. 10808 - 10810
[3] Patent: CN106432014, 2017, A. Location in patent: Paragraph 0096; 0100; 0101; 0102; 0142; 0146; 0147; 0148
[4] Patent: WO2009/137251, 2009, A2. Location in patent: Page/Page column 30; 31
[5] Chemistry of Natural Compounds, 1979, vol. 15, p. 471 - 476
N-Boc-S-Trityl-L-cysteine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N-Boc-S-Trityl-L-cysteine manufacturers
- Product
- Boc-Cys(Trt)-OH 21947-98-8
- Price
- US $0.00-0.00/kgkg
- Min. Order
- 1kgkg
- Purity
- 98%
- Supply Ability
- 1T+
- Release date
- 2023-09-20
- Product
- Boc-Cys(Trt)-OH 21947-98-8
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 97.5%
- Supply Ability
- 100 tons
- Release date
- 2022-01-26
- Product
- N-Boc-S-Trityl-L-cysteine 21947-98-8
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2019-08-07