Fmoc-Nva-OH | (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)pentanoic acid | Carbamates

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Quality Control of Fmoc-Nva-OH Purity: 98% SDS Specification

COA

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NMR

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CNMR

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Product Details of Fmoc-Nva-OH

CAS No. :	135112-28-6
Formula :	C₂₀H₂₁NO₄
M.W :	339.39
SMILES Code :	CCC[C@@H](C(O)=O)NC(OCC1C2=CC=CC=C2C3=CC=CC=C13)=O
Synonyms :	(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)pentanoic acid
MDL No. :	MFCD00155631
InChI Key :	JBIJSEUVWWLFGV-SFHVURJKSA-N
Pubchem ID :	7016885

Safety of Fmoc-Nva-OH

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of Fmoc-Nva-OH

* 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 [ 135112-28-6 ]

[ 135112-28-6 ] Synthesis Path-Downstream 1~24

1
[ 98-00-0 ]
[ 135112-28-6 ]
[ 98-68-0 ]
[ 160885-98-3 ]
N-(2-furfuryl)-N-(4-methoxybenzenesulfonyl)-L-norvalinyl-L-valinol [ No CAS ]

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 5048 - 5056.

2
[ 636-72-6 ]
[ 135112-28-6 ]
[ 98-68-0 ]
[ 160885-98-3 ]
N-(2-thienylmethyl)-N-(4-methoxybenzenesulfonyl)-L-norvalinyl-L-valinol [ No CAS ]

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 5048 - 5056.

3
[ 624-95-3 ]
[ 135112-28-6 ]
[ 98-68-0 ]
[ 160885-98-3 ]
N-(3,3-dimethylbutyl)-N-(4-methoxybenzenesulfonyl)-L-norvalinyl-L-valinol [ No CAS ]

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 5048 - 5056.

4
[ 135112-28-6 ]
[ 98-68-0 ]
[ 160885-98-3 ]
[ 100-51-6 ]
N-benzyl-N-(4-methoxybenzenesulfonyl)-L-norvalinyl-L-valinol [ No CAS ]

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 5048 - 5056.

5
[ 7409-30-5 ]
[ 71989-35-0 ]
[ 135112-28-6 ]
[ 125238-99-5 ]
benzoic anhydride [ No CAS ]
Bz-Dab-Nva-Thr-NH-CH₂PhNO₂ [ No CAS ]

References: [1]Organic and Biomolecular Chemistry,2003,vol. 1,p. 93 - 99.

6
[ 71989-35-0 ]
[ 135112-28-6 ]
[ 125238-99-5 ]
3-allyloxycarbonylamino-benzoic acid [ No CAS ]
p-nitrobenzoic acid [ No CAS ]
Bz(NO₂)-Dab-Nva-Thr-(3-aminobenzoyl)-NH₂ [ No CAS ]

References: [1]Organic and Biomolecular Chemistry,2003,vol. 1,p. 93 - 99.

7
[ 135112-28-6 ]
[ 98-68-0 ]
[ 160885-98-3 ]
N-(4-methoxybenzenesulfonyl)-L-norvalinyl-L-valinol [ No CAS ]

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 5048 - 5056.

8
[ 71989-35-0 ]
[ 135112-28-6 ]
[ 125238-99-5 ]
3-allyloxycarbonylamino-benzoic acid [ No CAS ]
benzoic anhydride [ No CAS ]
p-nitrobenzylamine [ No CAS ]
Bz-Dab-Nva-Thr-(3-aminobenzoyl)-NHCH₂PhNO₂ [ No CAS ]

References: [1]Organic and Biomolecular Chemistry,2003,vol. 1,p. 93 - 99.

9
[ 71989-18-9 ]
[ 132684-59-4 ]
[ 77284-32-3 ]
[ 135112-28-6 ]
[ 125238-99-5 ]
N-(9-fluorenylmethoxycarbonyl)-3-(β-naphthyl)-L-alanine [ No CAS ]
[ 1349220-85-4 ]

References: [1]Bioorganic and Medicinal Chemistry,2009,vol. 17,p. 5229 - 5237.

10
[ 35661-39-3 ]
[ 71989-31-6 ]
[ 71989-33-8 ]
[ 35737-15-6 ]
[ 73724-45-5 ]
[ 71989-31-6 ]
[ 135112-28-6 ]
[ 132684-60-7 ]
[ 161420-87-7 ]
[ 158599-00-9 ]
(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid [ No CAS ]
Fmoc-D-Dab(NH<SUB>2</SUB>)-OH [ No CAS ]
cyclo(-((S)-2-aminopentanoyl)-Ser-((S)-2-amino-3-(4-fluorophenyl)propanoyl)-((S)-2,4-diaminobutanoyl)-Orn-(D-2,4-diaminobutanoyl)-((S)-2,4-diaminobutanoyl)-Trp-((S)-2,4-diaminobutanoyl)-((S)-2-amino-3,3-dimethylbutanoyl)-Ala-Ser-(D-Pro)-Pro-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: [0798] In a dried flask, 2-chlorotritylchloride resin (polystyrene, 1% crosslinked; loading: 1.4 mmol/g) was swollen in dry CH2C12 for 30 mm (7 ml CH2C12 per g resin). A solution of 0.8 eq of the Fmoc-protected amino acid and 6 eq of DIPEA in dry CH2C12/DMF (4/1) (10 ml per g resin) was added. Afier shaking for 2-4 h at it the resin was filtered off and washed successively with CH2C12, DMF, CH2C12, DMF and CH2C12. Then a solution of dry CH2C12/MeOH/DIPEA (17:2:1) was added (10 ml perg resin).Afier shaking for 3x30 mm the resin was filtered off in a pre-weighed sinter funnel and washed successively with CH2C12, DMF, CH2C12, MeOH, CH2C12, MeOH, CH2C12 (2x) and Et20 (2x). The resin was dried under high vacuum overnight. The final mass of resin was calculated before the qualitative control.[0803] After assembly of the linear peptide, the resin was suspended in 1 ml of 1% TFA in CH2C12 (v/v; 0.14 mmol) for 3 minutes and filtered, and the filtrate was neutralized with 1 ml of 20% DIPEA in CH2C12 (v/v; 1.15 mmol). This procedure was repeated four times to ensure completion of the cleavage. The resin was washed three times with 1 ml of CH2C12. The CH2C12 layers containing product were evaporated to dryness.10804] The fully protected linear peptide was solubilised in8 ml of dry DMF. Then 2 eq. of HA11J and 2. eq. of HOAt in dry DMF (1-2 ml) and 4 eq. of DIPEA in dry DMF (1-2 ml) were added to the peptide, followed by stirring for ca. 16 h. The volatiles were removed by evaporation. The crude cyclic peptide was dissolved in 7 ml of CH2C12 and washed three times with 4.5 ml 10% acetonitrile in water (v/v). The CH2C12 layer was then evaporated to dryness.10805] To fully deprotect the peptide, 7 ml of cleavage cocktail TFADODT/thioanisol/H20 (87.5:2.5:5:5) were added, and the mixture was kept for 2.5-4 hat room tempera- tare until the reaction was completed. The reaction mixture was evaporated close to dryness and the peptide precipitated with 7 ml of cold Et20. The precipitate was washed 3 times with 4 ml of cold Et20.

References: [1]Patent: US2016/52971,2016,A1 .Location in patent: Paragraph 0798-0805; 0834-0836.

11
[ 35661-39-3 ]
[ 35661-38-2 ]
[ 77284-32-3 ]
[ 71989-31-6 ]
[ 135112-28-6 ]
[ 143674-78-6 ]
[ 170642-27-0 ]
[ 112883-41-7 ]
C₆₂H₈₄N₉O₁₃Pol [ No CAS ]