Fmoc-L-Valine supplier | CasNO.68858-20-8

Name
Fmoc-L-Valine
EINECS 272-515-0
CAS No. 68858-20-8
Article Data39
CAS DataBase
Density 1.229 g/cm³
Solubility
Melting Point 143-145 °C(lit.)
Formula C₂₀H₂₁NO₄
Boiling Point 551.8 °C at 760 mmHg
Molecular Weight 339.391
Flash Point 287.5 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 36/37/39-26-22-27
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Fmoc-Val-OH;N-((9H-Fluoren-9-ylmethoxy)carbonyl)-L-valine;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butanoate;Fmoc-L-Val-OH;
PSA 79.12000
LogP 3.83870

Synthetic route

: 72-18-4
L-valine

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With sodium carbonate In 1,4-dioxane at 0 - 20℃;	96%
Stage #1: L-valine With sodium hydrogencarbonate In 1,4-dioxane; water Stage #2: (fluorenylmethoxy)carbonyl chloride In 1,4-dioxane; water at 0 - 20℃;	70%
With pyridine; HOBT bound to the polystyrene-divinylbenzene copolymer resin 1.) DMF, H2O, 25 deg C, 2.) DMF, H2O, 25 deg C; Yield given. Multistep reaction;

: 72-18-4
L-valine

: 100803-86-9
3-(9-Fluorenylmethoxycarbonyl)-benzothiazoline-2-thione

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane for 12h; Ambient temperature;	91%

: 72-18-4
L-valine

: 88744-04-1
(9-fluorenyl)methyl pentafluorophenyl carbonate

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; acetone Ambient temperature;	90%

: 72-18-4
L-valine

: 102774-86-7
9-fluorenylmethyl N-succinimidyl carbonate

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With triethylamine In water; acetonitrile for 1h;	89%

: 72-18-4
L-valine

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide for 0.166667h; Ambient temperature;	87%
With sodium hydrogencarbonate In water; acetone	86%
Stage #1: L-valine With N-cyclohexyl-cyclohexanamine In acetone at 20℃; Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In water; acetonitrile at 0 - 20℃; pH=8; Stage #3: With potassium hydrogensulfate In water; acetonitrile pH=2 - 3;	82%
With sodium hydrogencarbonate In water; N,N-dimethyl-formamide at 0 - 20℃; for 2h;
With sodium carbonate In 1,4-dioxane; water at 20℃; for 18h;

: 72-18-4
L-valine

: Carbonic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester 9H-fluoren-9-ylmethyl ester

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 2h;	86%

: 72-18-4
L-valine

: 99503-04-5
Carbonic acid 3,5-dioxo-4-aza-tricyclo[5.2.1.02,6]dec-8-en-4-yl ester 9H-fluoren-9-ylmethyl ester

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With tertiary amine In 1,4-dioxane; water for 3h;	85%

: 851713-90-1
N-(9-fluorenylmethoxycarbonyl)valine 1,1-dimethylallyl ester

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 25℃;	82%

: 72-18-4
L-valine

: 4-(9-fluorenylmethoxycarbonyloxy) phenyl dimethylsulfonium methylsulfate

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With triethylamine In water Ambient temperature;	75%

: 72-18-4
L-valine

polymer-bound Fmoc-O-succinimide: polymer-bound Fmoc-O-succinimide

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 24h;	75%

: N-Fmoc-L-valine phenacyl ester

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With magnesium; acetic acid In methanol; N,N-dimethyl-formamide at 20℃; for 75h;

: 24324-17-2
9-Fluorenylmethanol

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 72 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature 2: 86 percent / NaHCO3 / H2O; acetone View Scheme
Multi-step reaction with 2 steps 1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere 2: sodium carbonate / water; 1,4-dioxane / 0 - 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere 2: sodium carbonate / water; 1,4-dioxane / 1 h / 0 - 20 °C / Inert atmosphere View Scheme

: 82911-72-6
dicyclohexylamine salt of N-hydroxysuccinimide

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / CHCl3 2: 86 percent / NaHCO3 / H2O; acetone View Scheme

: 101-83-7
N-cyclohexyl-cyclohexanamine

chromium oxide activated nickel catalyst: chromium oxide activated nickel catalyst

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 95 percent / acetone 2: 90 percent / CHCl3 3: 86 percent / NaHCO3 / H2O; acetone View Scheme

: 21715-90-2
N-hydroxy-5-norbornene-2,3-dicarboximide

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) NaOH / 1.) MeOH; 2.) benzene, 10-15 deg C, 2 h 2: pyridine / 1.) room temp., 1 h; 2.) 35 deg C, 3 h 3: 85 percent / tertiary amine / H2O; dioxane / 3 h View Scheme

: 99502-89-3
Chlorameisensaeure-N-hydroxy-norborn-5-en-2,3-dicarboximidester

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / 1.) room temp., 1 h; 2.) 35 deg C, 3 h 2: 85 percent / tertiary amine / H2O; dioxane / 3 h View Scheme

: 86060-87-9
Fmoc-Val-OPfp

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With benzotriazol-1-ol; 17O-water In tetrahydrofuran; water at 20℃; for 240h;

: C38H50NO6PolSi

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With pyridine; pyridine hydrogenfluoride In tetrahydrofuran at 20℃; for 3h;

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 17498-50-9, 25616-14-2, 31320-20-4
L-valine hydrochloride

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h;

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium carbonate / dichloromethane; water / 20.5 h / 0 - 20 °C 2: sodium carbonate / water; acetone / 4 h / 20 °C / pH 9 - 10 View Scheme

: 72-18-4
L-valine

: 1370440-28-0
N-(((9H-fluoren-9-yl)methoxy)carbonyloxy)-2-amino-2-oxoacetimidoyl cyanide

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
With sodium carbonate In water; acetone at 20℃; for 4h; pH=9 - 10;

: 516-06-3
D,L-valine

A: 68858-20-8
Fmoc-Val-OH

B: 84624-17-9
N-(9-fluorenylmethoxycarbonyl)-D-valine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium carbonate / water; 1,4-dioxane / Cooling with ice 1.2: 5 h / 20 °C 2.1: trifluoroacetic acid / isopropyl alcohol; hexane / 25 °C / Resolution of racemate View Scheme

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

A: 68858-20-8
Fmoc-Val-OH

B: 84624-17-9
N-(9-fluorenylmethoxycarbonyl)-D-valine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium carbonate / water; 1,4-dioxane / Cooling with ice 1.2: 5 h / 20 °C 2.1: trifluoroacetic acid / isopropyl alcohol; hexane / 25 °C / Resolution of racemate View Scheme

: 126727-02-4
Fmoc-valine

A: 68858-20-8
Fmoc-Val-OH

B: 84624-17-9
N-(9-fluorenylmethoxycarbonyl)-D-valine

Conditions

Conditions	Yield
With trifluoroacetic acid In hexane; isopropyl alcohol at 25℃; Reagent/catalyst; Resolution of racemate;
With chiral column based on 3,5-dimethylphenylcarbamoylated β-cyclodextrin combining cinchona alkaloid immobilized on silica gel In methanol; formic acid; triethylamine; acetonitrile at 25℃; Resolution of racemate; enantioselective reaction;

: 124007-51-8
Fmoc-Val-OBt

A: 68858-20-8
Fmoc-Val-OH

B: 2592-95-2
benzotriazol-1-ol

Conditions

Conditions	Yield
With water for 24h; Kinetics;

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 68858-20-8
Fmoc-Val-OH

: 130878-68-1
2,5-dioxopyrrolidin-1-yl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valinate

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 9h;	100%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; dichloromethane at 0 - 25℃;	96%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃;	96%

: 68858-20-8
Fmoc-Val-OH

: 103321-53-5
(S)-(9H-fluoren-9-yl)methyl 1-chloro-3-methyl-1-oxobutan-2-ylcarbamate

Conditions

Conditions	Yield
With thionyl chloride In dichloromethane at 55 - 60℃; for 1h; Inert atmosphere;	100%
With thionyl chloride In dichloromethane at 50 - 55℃; for 1h; Inert atmosphere;	100%
With thionyl chloride In dichloromethane for 24h; Ambient temperature;	90%

: 68858-20-8
Fmoc-Val-OH

: 130858-93-4
(9H-fluoren-9-yl)methyl (S)-(1-fluoro-3-methyl-1-oxobutan-2-yl)carbamate

Conditions

Conditions	Yield
With pyridine; trifluoro-[1,3,5]triazine In dichloromethane at 20℃; for 15h;	100%
With pyridine; trifluoro-[1,3,5]triazine In dichloromethane for 4h; Ambient temperature;	85%
With pyridine; trifluoro-[1,3,5]triazine In dichloromethane for 2h;	70.2%

: 68858-20-8
Fmoc-Val-OH

: 75755-40-7
2,2-dimethyl-3-(N-methyl-N-phenylamino)-2H-azirine

: 259217-20-4
(9H-fluoren-9-yl)methyl 1-{(2S)-2-methyl-1-[({1,1-dimethyl-2-[methyl(phenyl)amino]-2-oxoethyl}amino)carbonyl]propyl}carbamate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 72h; Condensation;	100%

Leu-Cys(Trt)-Ala-Wang resin: Leu-Cys(Trt)-Ala-Wang resin

: 68858-20-8
Fmoc-Val-OH

Val-Leu-Cys(Trt)-Ala-Wang resin: Val-Leu-Cys(Trt)-Ala-Wang resin

Conditions

Conditions	Yield
Stage #1: Leu-Cys(Trt)-Ala-Wang resin; Fmoc-Val-OH With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 3h; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.25h;	100%

: 68858-20-8
Fmoc-Val-OH

monomethoxy-polyethylene glycol: monomethoxy-polyethylene glycol

N-(9-fluorenylmethoxycarbonyl)-L-valine terminated monomethoxy-polyethylene glycol: N-(9-fluorenylmethoxycarbonyl)-L-valine terminated monomethoxy-polyethylene glycol

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	100%

: 4540-60-7
L-valinamide

: 68858-20-8
Fmoc-Val-OH

: Fmoc-Val-Val-NH2

Conditions

Conditions	Yield
With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 2h;	100%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide Product distribution; Further Variations:; Reagents;

: 6404-29-1
6-(tert-butoxycarbonylamino)hexanoic acid

: 68858-20-8
Fmoc-Val-OH

: 35661-39-3
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: 1000018-75-6
Boc-Ahx-Val-Ala-OH

Conditions

Conditions	Yield
Multistep reaction.;	100%

...Expand

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 68858-20-8
Fmoc-Val-OH

: 1089192-59-5
(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyric acid 2-trimethylsilanyl-ethyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane Cooling with ice;	100%

: C36H37N3O4S3

: 68858-20-8
Fmoc-Val-OH

: C56H56N4O7S3

Conditions

Conditions	Yield
With dmap; 2,4,6-trichlorobenzoyl chloride In toluene	100%

: 68858-20-8
Fmoc-Val-OH

: C6H12NO2Pol

Conditions

Conditions	Yield
Stage #1: Fmoc-Val-OH With pyridine; 2,6-Dichlorobenzoyl chloride In 1-methyl-pyrrolidin-2-one hydroxymethyl Merrifield resin; Stage #2: With piperidine In 1-methyl-pyrrolidin-2-one for 0.5h; hydroxymethyl Merrifield resin;	100%
Stage #1: Fmoc-Val-OH With pyridine; acetic anhydride; 2,6-Dichlorobenzoyl chloride In 1-methyl-pyrrolidin-2-one for 18h; Sasrin resin; Stage #2: With acetic anhydride In 1-methyl-pyrrolidin-2-one at 45℃; for 3h; Sasrin resin; Stage #3: With piperidine In 1-methyl-pyrrolidin-2-one for 1h; Sasrin resin;	100%

: fmoc-Leu-Alko Resin

: 68858-20-8
Fmoc-Val-OH

: 35661-40-6
N-Fmoc L-Phe

: C32H53N5O6

Conditions

Conditions	Yield
Stage #1: fmoc-Leu-Alko Resin With piperidine In N,N-dimethyl-formamide Wang resin; Stage #2: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1.5h; Wang resin; Heating; Stage #3: Fmoc-Val-OH; N-Fmoc L-Phe Further stages;	100%

...Expand

: fmoc-Leu-Alko Resin

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 68858-20-8
Fmoc-Val-OH

: 35661-40-6
N-Fmoc L-Phe

: 1613374-23-4
C28H45N5O6

Conditions

Conditions	Yield
Stage #1: fmoc-Leu-Alko Resin With piperidine In N,N-dimethyl-formamide Wang resin; Stage #2: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1.5h; Wang resin; Heating; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; N-Fmoc L-Phe Further stages;	100%

...Expand

: fmoc-Leu-Alko Resin

: 68858-20-8
Fmoc-Val-OH

: 35661-40-6
N-Fmoc L-Phe

: 116821-47-7
N-(9-fluorenylmethyloxycarbonyl)-4-aminobutyric acid

: 1613374-25-6
C30H49N5O6

Conditions

Conditions	Yield
Stage #1: fmoc-Leu-Alko Resin With piperidine In N,N-dimethyl-formamide Wang resin; Stage #2: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1.5h; Wang resin; Heating; Stage #3: Fmoc-Val-OH; N-Fmoc L-Phe; N-(9-fluorenylmethyloxycarbonyl)-4-aminobutyric acid Further stages;	100%

...Expand

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 68858-20-8
Fmoc-Val-OH

: 35661-60-0
Fmoc-Leu-OH

: 35661-40-6
N-Fmoc L-Phe

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 71989-35-0
Fmoc-Thr(tBu)-OH

: H2N-Thr(tBu)-Phe-Leu-Tyr(tBu)-Val-Gly-OH

Conditions

Conditions	Yield
Stage #1: Fmoc-Thr(tBu)-OH With N-ethyl-N,N-diisopropylamine In dichloromethane for 3h; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.1h; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; Fmoc-Leu-OH; N-Fmoc L-Phe; Fmoc-Tyr(tBu)-OH Further stages;	100%

...Expand

: 68858-20-8
Fmoc-Val-OH

: C65H124N2O5

: C85H143N3O8

Conditions

Conditions	Yield
With benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane at 20 - 40℃;	100%

: 68858-20-8
Fmoc-Val-OH

: C69H130N4O7

: C89H149N5O10

Conditions

Conditions	Yield
With benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane at 20 - 40℃; for 2h;	100%

: 68858-20-8
Fmoc-Val-OH

: 1421051-27-5
2-((1S,2S)-3-(allyloxy)-1,2-dimethoxypropyl)aniline

: 1421051-33-3
(9H-fluoren-9-yl)methyl (S)-1-(2-((1S,2S)-3-(allyloxy)-1,2-dimethoxypropyl)phenylamino)-3-methyl-1-oxobutan-2-ylcarbamate

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃; for 3h;	99.5%

: 68858-20-8
Fmoc-Val-OH

: 41621-85-6
Phorbol 13,20-diacetate

: C44H51NO11

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane	99%

: 68858-20-8
Fmoc-Val-OH

: 3-(Dimethylamino)-2,2-dimethyl-2H-azirine

: 128422-14-0
Fmoc-Val-Aib-NMe2

Conditions

Conditions	Yield
In diethyl ether Ambient temperature;	99%

: 68858-20-8
Fmoc-Val-OH

: 16640-68-9
cyanomethylene triphenylphosphorane

: 1124196-12-8
C40H35N2O3P

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 20h; Inert atmosphere;	99%

: pregn-4-ene-3,20-dione cyclic 20-(ethylene acetal) 3-oxime

: 68858-20-8
Fmoc-Val-OH

: 1185296-45-0
pregn-4-ene-3,20-dione cyclic 20-(ethylene acetal) 3-O-(N-Fmoc-L-valine)-E-oxime

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane Inert atmosphere;	99%

: 1185296-44-9
pregn-4-ene-3,20-dione cyclic 20-(ethylene acetal) 3-oxime

: 68858-20-8
Fmoc-Val-OH

: 1185296-48-3
pregn-4-ene-3,20-dione cyclic 20-(ethylene acetal) 3-O-(N-Fmoc-L-valine)-Z-oxime

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane Inert atmosphere;	99%

: 68858-20-8
Fmoc-Val-OH

: 1598407-82-9
tert-butyl hexa-4,5-dienoate

: 1598407-88-5
(R)-tert-butyl 4-(((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-methylbutanoyl)oxy)hex-5-enoate

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (S,S)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane In 1,2-dichloro-ethane at 10℃; for 48h; Schlenk technique; Inert atmosphere; diastereoselective reaction;	99%

: Fmoc-alanine-Wang-resin

: 68858-20-8
Fmoc-Val-OH

: 108-24-7
acetic anhydride

: 117872-75-0
(2S,3R)-Fmoc-O-benzyl-threonine

: N-acetyl-L-valyl-L-(OBn)threonyl-L-alanine

Conditions

Conditions	Yield
Stage #1: Fmoc-alanine-Wang-resin With piperidine In N,N-dimethyl-formamide at 75℃; for 0.05h; Fmoc-Ala-Wang-resin; Inert atmosphere; Microwave irradiation; Stage #2: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 75℃; for 0.05h; Fmoc-Ala-Wang-resin; Inert atmosphere; Microwave irradiation; Stage #3: Fmoc-Val-OH; acetic anhydride; (2S,3R)-Fmoc-O-benzyl-threonine Further stages;	99%

Yield

Stage #1: Fmoc-alanine-Wang-resin With piperidine In N,N-dimethyl-formamide at 75℃; for 0.05h; Fmoc-Ala-Wang-resin; Inert atmosphere; Microwave irradiation;
Stage #2: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 75℃; for 0.05h; Fmoc-Ala-Wang-resin; Inert atmosphere; Microwave irradiation;
Stage #3: Fmoc-Val-OH; acetic anhydride; (2S,3R)-Fmoc-O-benzyl-threonine Further stages;

99%

...Expand

: Fmoc-Gly-Wang resin

: 68858-20-8
Fmoc-Val-OH

: 108-24-7
acetic anhydride

: 71989-23-6
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isoleucine

: N-acetyl-L-isoleucyl-L-valylglycine

Conditions

Yield

Stage #1: Fmoc-Gly-Wang resin With piperidine In N,N-dimethyl-formamide at 75℃; for 0.05h; Fmoc-Ala-Wang-resin; Inert atmosphere; Microwave irradiation;
Stage #2: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 75℃; for 0.05h; Fmoc-Ala-Wang-resin; Inert atmosphere; Microwave irradiation;
Stage #3: Fmoc-Val-OH; acetic anhydride; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isoleucine Further stages;

99%

...Expand

: Fmoc-Gly-Wang resin

: 68858-20-8
Fmoc-Val-OH

: 35661-40-6
N-Fmoc L-Phe

: 108-24-7
acetic anhydride

: N-acetyl-L-phenylalanyl-L-valylglycine

Conditions

Yield

99%

...Expand

: Fmoc-Gly-Wang resin

: 68858-20-8
Fmoc-Val-OH

: 108-24-7
acetic anhydride

: 102410-65-1
Fmoc-Phg-OH

: N-acetyl-L-phenylglycyl-L-valylglycine

Conditions

Yield

99%

...Expand

: 68858-20-8
Fmoc-Val-OH

: 5068-20-2
(4-(hydroxymethyl)phenyl)diphenylphosphine oxide

: C39H36NO5P

Conditions

Conditions	Yield
Stage #1: Fmoc-Val-OH; (4-(hydroxymethyl)phenyl)diphenylphosphine oxide With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.166667h; Stage #2: With dmap In dichloromethane at 20℃; for 2h;	99%

: 68858-20-8
Fmoc-Val-OH

: (((R)-2'-(((S,E)-6-((tert-butoxycarbonyl)amino)-3-hydroxyhex-4-enamido)methyl)-4-methyl-4,5-dihydro-[2,4'-bithiazole]-4-carbonyl)oxy)fermium

: (((R)-2'-((5S,8S)-8-((1E,3E)-3-((tert-butoxycarbonyl)iminio)prop-1-en-1-yl)-1-(9H-fluoren-9-yl)-5-isopropyl-3,6,10-trioxo-2,7-dioxa-4,11-diazadodecan-12-yl)-4-methyl-4,5-dihydro-[2,4'-bithiazole]-4-carbonyl)oxy)fermium

Conditions

Conditions	Yield
Stage #1: Fmoc-Val-OH With 2,4,6-trichlorobenzoyl chloride; triethylamine In tetrahydrofuran at 0℃; for 1h; Yamaguchi Lactonization; Inert atmosphere; Stage #2: (((R)-2'-(((S,E)-6-((tert-butoxycarbonyl)amino)-3-hydroxyhex-4-enamido)methyl)-4-methyl-4,5-dihydro-[2,4'-bithiazole]-4-carbonyl)oxy)fermium With dmap In tetrahydrofuran at 0 - 25℃; for 0.5h; Yamaguchi Lactonization; Inert atmosphere;	99%

Fmoc-L-Valine Standards and Recommendations

APPEARANCE of Fmoc-L-Valine: White to off-white crystalline powder
IDENTIFICATION: pass IR Spectrum
ASSAY of Fmoc-L-Valine: 98.5% min
OPTICAL ROTATION[a]²⁰: -17^° ~ -19^° (C=1 in DMF)
ISOMER IMPURITY: 0.5% max
RELATED SUBSTANCE: pass
LOSS ON DRYING: 0.5% max

Fmoc-L-Valine Specification

The Fmoc-L-Valine is an organic compound with the formula C₂₀H₂₁NO₄. The IUPAC name of this chemical is 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutanoic acid. With the CAS registry number 68858-20-8, it is also named as N-((9H-Fluoren-9-ylmethoxy)carbonyl)-L-valine. The product's categories are Protected Amino Acids; Fluorenes, Flurenones; Amino Acids; Valine [Val, V]; Fmoc-Amino Acids and Derivatives; Amino Acids (N-Protected); Biochemistry; Fmoc-Amino Acids; Fmoc-Amino Acid Series. Besides, it is a white to light yellow crystal powder, which should be stored in a closed cool and dry place.

Physical properties about Fmoc-L-Valine are: (1)ACD/LogP: 4.42; (2)ACD/LogD (pH 5.5): 2.41; (3)ACD/LogD (pH 7.4): 0.9; (4)ACD/BCF (pH 5.5): 13.12; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 58.85; (7)ACD/KOC (pH 7.4): 1.81; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 6; (11)Polar Surface Area: 55.84 Å²; (12)Index of Refraction: 1.589; (13)Molar Refractivity: 93.13 cm³; (14)Molar Volume: 276.1 cm³; (15)Polarizability: 36.92×10^-24cm³; (16)Surface Tension: 51.3 dyne/cm; (17)Density: 1.229 g/cm³; (18)Flash Point: 287.5 °C; (19)Enthalpy of Vaporization: 87.58 kJ/mol; (20)Boiling Point: 551.8 °C at 760 mmHg; (21)Vapour Pressure: 5.19E-13 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. Please take off immediately all contaminated clothing. When you are using it, wear suitable gloves and eye/face protection and do not breathe dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@@H](NC(=O)OCC3c1ccccc1c2c3cccc2)C(C)C
(2)InChI: InChI=1/C20H21NO4/c1-12(2)18(19(22)23)21-20(24)25-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18H,11H2,1-2H3,(H,21,24)(H,22,23)/t18-/m0/s1
(3)InChIKey: UGNIYGNGCNXHTR-SFHVURJKBY
(4)Std. InChI: InChI=1S/C20H21NO4/c1-12(2)18(19(22)23)21-20(24)25-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18H,11H2,1-2H3,(H,21,24)(H,22,23)/t18-/m0/s1
(5)Std. InChIKey: UGNIYGNGCNXHTR-SFHVURJKSA-N

Product Name

Fmoc-L-Valine

Synthetic route

Fmoc-L-Valine Standards and Recommendations

Fmoc-L-Valine Specification

Related Products

Hot Products