908846-88-8|(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1H-indol-3-yl)propanoic acid| Ambeed

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Quality Control of [ 908846-88-8 ] Purity: 98% SDS Specification

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Product Details of [ 908846-88-8 ]

CAS No. :	908846-88-8
Formula :	C₂₆H₂₁FN₂O₄
M.W :	444.45
SMILES Code :	O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC4=CNC5=C4C=C(F)C=C5
MDL No. :	MFCD24842544
InChI Key :	GIFXTRKMFUWKHR-DEOSSOPVSA-N
Pubchem ID :	72699110

Safety of [ 908846-88-8 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H317
Precautionary Statements:	P280

Application In Synthesis of [ 908846-88-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 908846-88-8 ]

[ 908846-88-8 ] Synthesis Path-Downstream 1~29

1
[ 102774-86-7 ]
[ 16626-02-1 ]
[ 908846-88-8 ]

References: [1]Tetrahedron Letters,2008,vol. 49,p. 2795 - 2798.

2
[ 28920-43-6 ]
[ 16626-02-1 ]
[ 908846-88-8 ]

References: [1]Chemical Communications,2015,vol. 51,p. 4001 - 4004.

3
Fmoc-Gly-Wang resin [ No CAS ]
[ 908846-88-8 ]
[ 29022-11-5 ]
[ 71989-35-0 ]
C₂₃H₃₁FN₅O₆Pol [ No CAS ]

References: [1]Chemical Communications,2015,vol. 51,p. 4001 - 4004.

4
[ 908846-88-8 ]
[ 27144-18-9 ]
[ 29022-11-5 ]
[ 112883-29-1 ]
[ 71989-14-5 ]
[ 71989-26-9 ]
[ 103213-32-7 ]
9-fluorenylmethoxycarbonyl-Nim-trityl-L-histidine [ No CAS ]
(S)-1-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid [ No CAS ]
[ 76-05-1 ]
C₆₁H₇₅F₂N₁₅O₁₃S₂*C₂HF₃O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		The peptide was synthesized on a 0.250 mmol scale on CEM Liberty Blue, Microwave synthesizer using Fmoc/fBu chemistry on PS Rink-Amide MBHA resin, 0.32 mmol g-1. The assembly was performed using single-couplings using 4eq of Fmoc protected amino acid 0.2M in DMF, 4eq of 0.5M HATU in DMF, 4eq of 2M DIPEA (double coupling for Tyr). Fmoc deprotection cycles were performed using 20% (V/V) piperidine in DMF. (0835) The sequence of Fmoc protected amino acids and building blocks used are: 1. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-trityl-L-cysteine (0836) 2. (S)-1 ((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid (0837) 3. (((9H-fluoren-9-yl)methoxy)carbonyl)-L-tyrosine (0838) 4. N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-trityl-L-histidine (0839) 5. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid (0840) 6. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3-yl)propanoic acid (0841) 7. (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1 H-indol-3-yl)propanoic acid (0842) 8. (((9H-fluoren-9-yl)methoxy)carbonyl)glycine (0843) 9. N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysine (0844) 10.3-(tritylthio)propanoic acid (0845) At the end of the assembly, the resin was washed with DMF, MeOH, DCM, Et20. The peptide was cleaved from solid support using 50 ml of TFA solution (v/v) (91 % TFA, 5% H2O, 4% TIPS) for approximately 1.5 hours, at room temperature. The resin was filtered, washed with TFA and solution concentrated to dryness and lyophilized. Lyophilization afforded Intermediate Compound Int. A (399mg), which was used as crude in the next step. LCMS anal calcd. C61 H75F2N15013S2: 1328.48, found: 1328.2 (M+1 )+

References: [1]Patent: WO2019/246349,2019,A1 .Location in patent: Page/Page column 149-150.

5
[ 908846-88-8 ]
[ 27144-18-9 ]
[ 71989-14-5 ]
[ 71989-26-9 ]
[ 103213-32-7 ]
[ 35661-38-2 ]
9-fluorenylmethoxycarbonyl-Nim-trityl-L-histidine [ No CAS ]
[ 77128-72-4 ]
(S)-1-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpyrrolidine-2-carboxylic acid [ No CAS ]
[ 76-05-1 ]
C₆₃H₇₉F₂N₁₅O₁₃S₂*C₂HF₃O₂ [ No CAS ]