[ CAS No. 135273-01-7 ]

Name: (2R,2'R)-3,3'-Disulfanediylbis(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid)
Brand: Ambeed
SKU: A884411
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2D3D

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Quality Control of [ 135273-01-7 ]

COA GC NMR CNMR HPLC/UPLC LC-MS

Related Doc. of [ 135273-01-7 ]

SDS

Product Details of [ 135273-01-7 ]

CAS No. :	135273-01-7	MDL No. :	MFCD00237447
Formula :	C₃₆H₃₂N₂O₈S₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	N/A
M.W :	684.78	Pubchem ID :	14389776
Synonyms :

Computed Properties of [ 135273-01-7 ]

TPSA :Topological Polar Surface Area	202	H-Bond Acceptor Count :	10
XLogP3 :	5.8	H-Bond Donor Count :	4
SP3 :	0.22	Rotatable Bond Count :	15

Safety of [ 135273-01-7 ]

Signal Word:	Warning	Class	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 135273-01-7 ]

Upstream synthesis route of [ 135273-01-7 ]
Downstream synthetic route of [ 135273-01-7 ]

[ 135273-01-7 ] Synthesis Path-Upstream 1~5

1
[ 56-89-3 ]
[ 28920-43-6 ]
[ 135273-01-7 ]

Yield	Reaction Conditions	Operation in experiment
98%	With sodium carbonate In 1,4-dioxane; water at 10 - 20℃; for 2.00 h;	Sodium carbonate (4.6 g, 43.6 mmol) and L-cystine (5.0 g, 20.8 mmol) were dissolved in water (200 mL). The resulting solution was cooled to 10° C. FmocCl (11.85 g, 45.8 mmol) was dissolved in dioxane (80 mL), and the resulting solution was added dropwise to the aqueous solution of L-cystine. The solution was stirred for 2 h at 10° C. and allowed to gradually warm to room temperature. A thick white precipitate was obtained that was filtered onto a sintered glass funnel. The product was triturated with diethyl ether (50 mL) and dried in vacuuo for 2 d. N,N'-Bis(Fmoc)-L-cystine (14.0 g, 98percent yield) was obtained as a white powder.

Reference： [1] Patent: US2007/37963, 2007, A1. Location in patent: Page/Page column 11-12; Figure 4

2
[ 56-89-3 ]
[ 82911-69-1 ]
[ 135273-01-7 ]

Yield	Reaction Conditions	Operation in experiment
94%	With sodium carbonate In water; acetone at 50℃;	General procedure: Procedure adapted from that of Agan et al[28]. 407 mg Na₂CO₃ (3.82 mmol) was dissolved in 30 mL distilled water with stirring. 35 mL acetone was then added followed by 1.91 mmol L-cystine or L-selenocystine. The temperature of the reaction was brought to 50 °C and 1.93g (5.73 mmol) Fmoc-OSu was added in portions over 5 minutes. Heating was removed and the reaction was allowed to progress overnight. At the end of this time, 40 mL 1 HCl was added followed by 50 mL EtOAc. Following vigorous shaking, the layers were separated, and the organic portionwas dried over MgSO₄ and concentrated in vacuo to afford the crude bis N-Fmoc dichalcogenide which was purified by recrystallization from CHCl₃.

Reference： [1] Protein and Peptide Letters, 2014, vol. 21, # 12, p. 1257 - 1264

3
[ 86060-81-3 ]
[ 135273-01-7 ]

Reference： [1] Chemical Communications, 2014, vol. 50, # 71, p. 10295 - 10298

4
[ 103213-32-7 ]
[ 135273-01-7 ]

Reference： [1] Biopolymers, 2017, vol. 108, # 2,

5
[ 135248-89-4 ]
[ 135273-01-7 ]

Reference： [1] New Journal of Chemistry, 2015, vol. 39, # 10, p. 7750 - 7753

[ 135273-01-7 ] Synthesis Path-Downstream 1~10

1
[ 135273-01-7 ]
Lys(Boc)-Phe-Trp(Boc)-Trp(Boc)-NH₂ [ No CAS ]
C₁₄₀H₁₆₄N₁₈O₂₆S₂ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 3203 - 3205

2
[ 2016-42-4 ]
[ 135273-01-7 ]
[ 298712-64-8 ]

Reference： [1]Carbohydrate Research,2000,vol. 327,p. 223 - 260

3
[ 71989-31-6 ]
[ 136083-57-3 ]
[ 91000-69-0 ]
[ 135273-01-7 ]
Fmoc-Phe, Fmoc-Ala [ No CAS ]
C₃₆H₅₃N₁₁O₁₁S₃ [ No CAS ]