N-(tert-butoxycarbonyl)-S-tritylcysteine - Names and Identifiers
Name | N(alpha)-boc-S-trityl-L-cysteine
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Synonyms | Boc-Cys(Trt)-OH Boc-S-Trityl-Cys-OH N-Boc-S-Trityl-L-Cys-OH Boc-S-Trityl-L-Cysteine N-Boc-S-Trityl-L-cysteine N(alpha)-boc-S-trityl-L-cysteine N-T-boc-S-trityl-L-cysteine crystalline N-(tert-butoxycarbonyl)-S-tritylcysteine N-(tert-butoxycarbonyl)-S-trityl-D-cysteine N-(tert-butoxycarbonyl)-S-trityl-L-cysteine N-(tert-Butyloxycarbonyl)-S-trityl-L-cysteine N-[(1,1-Dimethylethoxy)carbonyl]-S-(triphenylmethyl)-L-cysteine L-Cysteine, N-[(1,1-dimethylethoxy)carbonyl]-S-(triphenylmethyl)- 2-(tert-butoxycarbonylamino)-3-[tri(phenyl)methylthio]propionic acid 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[tri(phenyl)methylsulfanyl]propanoic acid
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CAS | 21947-98-8
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EINECS | 244-674-6 |
InChI | InChI=1/C27H29NO4S/c1-26(2,3)32-25(31)28-23(24(29)30)19-33-27(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-18,23H,19H2,1-3H3,(H,28,31)(H,29,30)/t23-/m1/s1 |
N-(tert-butoxycarbonyl)-S-tritylcysteine - Physico-chemical Properties
Molecular Formula | C27H29NO4S
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Molar Mass | 463.59 |
Density | 1.200±0.06 g/cm3(Predicted) |
Melting Point | 143-146°C(lit.) |
Boling Point | 610.9±55.0 °C(Predicted) |
Specific Rotation(α) | 27.5 º (c=1, EtOH) |
Flash Point | 323.274°C |
Vapor Presure | 0mmHg at 25°C |
Appearance | White powder |
BRN | 2028965 |
pKa | 3.82±0.10(Predicted) |
Storage Condition | Sealed in dry,2-8°C |
Refractive Index | 1.596 |
MDL | MFCD00038251 |
N-(tert-butoxycarbonyl)-S-tritylcysteine - Risk and Safety
Safety Description | S22 - Do not breathe dust.
S24/25 - Avoid contact with skin and eyes.
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WGK Germany | 3 |
FLUKA BRAND F CODES | 3-10 |
HS Code | 2930 90 16 |
N-(tert-butoxycarbonyl)-S-tritylcysteine - Introduction
N(alpha)-boc-S-trityl-L-cysteine(N(alpha)-boc-S-trityl-L-cysteine) is an organic compound. The following is a detailed description of its nature, use, preparation and safety information:
Nature:
-Appearance: White crystalline solid
-molecular formula: C34H33NO4S
-Molecular weight: 555.7g/mol
-Melting Point: 189-193 ℃
-Solubility: Soluble in most organic solvents such as dimethyl sulfoxide (DMSO), methanol and acetonitrile
Use:
N(alpha)-boc-S-trityl-L-cysteine, as a reagent for protecting amino acids, is commonly used in solid-phase synthesis. It protects the thiol group of cystine from accidental oxidation during the reaction or interference with other reaction steps. In addition, it can also be used as an activator or coupling reagent in peptide synthesis.
Method:
The preparation of
N(alpha)-boc-S-trityl-L-cysteine generally involves the following steps:
1. Add trityl chloride (trityl chloride) into dilute alkali solution and react with L-cysteine to generate S-trityl-L-cysteine triphenylmethane lithium (S-trityl-L-cysteine trityl lithium).
2. Add N-tert-butoxycarbonyldiisopropylamine (Boc-2) to the reaction system of step 1, and perform the reaction at low temperature to produce the final product N(alpha)-boc-S-trityl-L-cysteine.
Safety Information:
N(alpha)-The following matters need to be noted during the use of the boc-S-trityl-L-cysteine:
-It is an organic synthetic reagent, and care should be taken to avoid contact with skin and eyes. Wear appropriate protective measures, such as lab gloves and goggles.
-Should be operated under well-ventilated laboratory conditions to avoid inhalation or ingestion.
-During storage, it should be kept in a dry, cool place, and away from fire and oxidizing agents.
Please note that for chemical experiments or applications, specific safe operating procedures and measures may apply, so before using the compound, please read and understand the relevant safety data sheets and operating instructions carefully.
Last Update:2024-04-10 22:29:15