ChemicalBook > CAS DataBase List > (R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID

(R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID

Product Name
(R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID
CAS No.
102971-73-3
Chemical Name
(R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID
Synonyms
Fmoc-Cys(PrCO-OtBu)-OH;Fmoc-Cys(C3H6COOtBu)-OH;Fmoc-L-Cys(PrCO-OtBu)-OH;Fmoc-Cys(tertbutoxycarnylpropyl)-OH;Fmoc-Cys(ter-butoxycarnylpropyl)-OH;Fmoc-L-Cys(tert-butoxycarbonylpropyl)-OH;Fmoc-Cys(3-(t-butoxycarbonyl)-propyl)-OH;Fmoc-Cys[3-(tButoxycabonyl)propyl]-OH [];N-Fmoc-S-(4-tert-butoxy-4-oxobutyl)-L-cysteine;Fmoc-S-(4-(tert-butoxy)-4-oxobutyl)-L-cysteine
CBNumber
CB42459118
Molecular Formula
C26H31NO6S
Formula Weight
485.59
MOL File
102971-73-3.mol
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(R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID Property

Boiling point:
673.8±55.0 °C(Predicted)
Density 
1.237±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
3.47±0.10(Predicted)
form 
Solid
color 
White to off-white
InChIKey
YUHBERDYPBZPQD-QFIPXVFZSA-N
SMILES
C(OC(C)(C)C)(=O)CCCSC[C@@H](C(O)=O)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
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Safety

HS Code 
29225090
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
F679833
Product name
Fmoc-Cys(tert-butoxycarnylpropyl)-OH
Packaging
50mg
Price
$60
Updated
2021/12/16
Chem-Impex
Product number
29323
Product name
(R)-Fmoc-2-amino-3-(3-tert-butoxycarbonyl-propylsulfanyl)propionicacid,98%(HPLC)
Purity
98%(HPLC)
Packaging
100MG
Price
$56
Updated
2021/12/16
Chem-Impex
Product number
29323
Product name
(R)-Fmoc-2-amino-3-(3-tert-butoxycarbonyl-propylsulfanyl)propionicacid,98%(HPLC)
Purity
98%(HPLC)
Packaging
250MG
Price
$106.4
Updated
2021/12/16
Iris Biotech GmbH
Product number
FAA3370
Product name
Fmoc-L-Cys(PrCO-OtBu)-OH
Packaging
1g
Price
$202.5
Updated
2021/12/16
Activate Scientific
Product number
AS112717
Product name
Fmoc-Cys(tert-butoxycarnylpropyl)-OH
Purity
95%
Packaging
1g
Price
$225
Updated
2021/12/16
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(R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-S-(4-(tert-butoxy)-4-oxobutyl)-L-cysteine is a cysteine derivative[1].

Synthesis

28920-43-6

30845-10-4

102971-73-3

The general procedure for the synthesis of (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-((4-(tert-butoxy)-4-oxobutyl)thio)propanoic acid from methyl chloroformate-9-fluorenyl and S-(4-(tert-butoxy)-4-oxobutyl)-L-cysteine was as follows. cysteine (2 g, 7.60 mmol) was dissolved in 10% aqueous Na2CO3 solution, and a THF (7 mL) solution of methyl 9-fluorenyl chloroformate (2.94 g, 11.4 mmol) was slowly added. The reaction mixture was stirred at room temperature overnight. After completion of the reaction, the pH was adjusted to 4~5 with 10% aqueous citric acid solution. THF was removed by distillation under reduced pressure and the residual aqueous solution was extracted with CH2Cl2. The organic phase was washed sequentially with saturated NaCl solution, dried with anhydrous Na2SO4 and concentrated. The crude product was purified by silica gel column chromatography to afford the target compound (550 mg, 15% yield). The structure of the product was confirmed by 1H NMR and 13C NMR: 1H NMR (400 MHz, DMSO-d6) δ 7.85 (d, J = 7.5 Hz, 2H), 7.77-7.61 (m, 3H), 7.37 (t, J = 7.5 Hz, 2H), 7.28 (t, J = 7.4 Hz, 2H), 4.32-4.14 (m, 3H), 4.08 (m, 3H). 3H), 4.08 (qd, J = 8.8, 4.6 Hz, 1H), 2.86 (dt, J = 24.4, 10.2 Hz, 1H), 2.70 (ddd, J = 15.2, 9.6, 5.6 Hz, 1H), 2.55-2.41 (m, 2H), 2.23 (t, J = 7.3 Hz, 2H), 1.68 (dd, J = 8.4, 6.1 Hz, 2H), 1.33 (s, 9H); 13C NMR (100 MHz, DMSO-d6): δ 172.86, 172.31, 156.54, 144.32, 141.26, 141.24, 128.17, 127.59, 125.84, 125.80, 120.64, 80.13, 66.26, 54.58, 47.14, 34.11, 33.05, 33.04, 31.15, 28.24, 25.03.

References

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-807. DOI:10.1080/10408398.2012.708368

(R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID Suppliers

Nextpeptide Inc
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View Lastest Price from (R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID manufacturers

Career Henan Chemical Co
Product
(R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID 102971-73-3
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-02-11

102971-73-3, (R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACIDRelated Search:


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  • C26H31NO6S