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N,N'-Bis(tert-butoxycarbonyl)-L-cystine

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Name

N,N'-Bis(tert-butoxycarbonyl)-L-cystine

EINECS 233-852-9
CAS No. 10389-65-8 Density 1.313 g/cm3
PSA 201.86000 LogP 3.10540
Solubility N/A Melting Point 140-145 ºC
Formula C16H28N2O8S2 Boiling Point 627.4 °C at 760mmHg
Molecular Weight 440.539 Flash Point 333.2 °C
Transport Information N/A Appearance N/A
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 10389-65-8 ((BOC-CYS-OH)2) Hazard Symbols N/A
Synonyms

Cystine,N,N'-dicarboxy-, N,N'-di-tert-butyl ester (7CI);Cystine, N,N'-dicarboxy-,N,N'-di-tert-butyl ester, L- (8CI);N,N'-Bis(tert-butoxycarbonyl)-L-cysteine;N,N'-Bis(tert-butoxycarbonyl)-L-cystine;N,N'-Bis(tert-butoxycarbonyl)cystine;N,N'-Di-BOC-L-cystine;NSC 164046;

 

N,N'-Bis(tert-butoxycarbonyl)-L-cystine Specification

The L-Cystine,N,N'-bis[(1,1-dimethylethoxy)carbonyl]-, with the CAS registry number 10389-65-8, is also known as N,N'-Di-Boc-L-cystine. It belongs to the product category of Amino Acids. Its EINECS registry number is 233-852-9. This chemical's molecular formula is C16H28N2O8S2 and molecular weight is 440.53. What's more, its IUPAC name is (2R)-3-[[3-Hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]disulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid and systematic name is called N,N'-Bis(tert-butoxycarbonyl)cystine.

Physical properties about L-Cystine,N,N'-bis[(1,1-dimethylethoxy)carbonyl]- are: (1)ACD/LogP: 4.79; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 0.29; (4)ACD/LogD (pH 7.4): 0.04; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 10; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 13; (12)Polar Surface Area: 162.28 Å2; (13)Index of Refraction: 1.544; (14)Molar Refractivity: 105.88 cm3; (15)Molar Volume: 335.2 cm3; (16)Surface Tension: 52.8 dyne/cm; (17)Density: 1.313 g/cm3; (18)Flash Point: 333.2 °C; (19)Enthalpy of Vaporization: 101.34 kJ/mol; (20)Boiling Point: 627.4 °C at 760 mmHg; (21)Vapour Pressure: 2.36E-17 mmHg at 25 °C; (22)Melting Point: 140-145 °C.

Preparation of L-Cystine,N,N'-bis[(1,1-dimethylethoxy)carbonyl]-: this chemical can be prepared by L-Cystine.

This reaction needs reagent Et3N and solvent H2O, Dimethylformamide at ambient temperature. The reaction time is 8 hours. The yield is 78 %.

Uses of L-Cystine,N,N'-bis[(1,1-dimethylethoxy)carbonyl]-: it is used to produce other chemicals. For example, it is used to produce N-(tert-Butoxycarbonyl)cysteine.



The reaction occurs with reagent Triethylphosphane and solvent Tetrahydrofuran, H2O. The yield is 92 %.

When you are dealing with this chemical, you should be very careful. The gas of this chemical can not be breathed. In addition, you should avoid contacting with skin and eyes.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(OC(C)(C)C)NC(C(=O)O)CSSCC(NC(=O)OC(C)(C)C)C(=O)OCopyCopied
(2) InChI: InChI=1/C16H28N2O8S2/c1-15(2,3)25-13(23)17-9(11(19)20)7-27-28-8-10(12(21)22)18-14(24)26-16(4,5)6/h9-10H,7-8H2,1-6H3,(H,17,23)(H,18,24)(H,19,20)(H,21,22) CopyCopied
(3) InChIKey: MHDQAZHYHAOTKR-UHFFFAOY

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