Fmoc-L-Methionine supplier | CasNO.71989-28-1

Name
Fmoc-L-Methionine
EINECS 276-258-5
CAS No. 71989-28-1
Article Data18
CAS DataBase
Density 1.282 g/cm³
Solubility
Melting Point 121-123 °C(lit.)
Formula C₂₀H₂₁NO₄S
Boiling Point 614.6 °C at 760 mmHg
Molecular Weight 371.457
Flash Point 325.5 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 22-24/25-36/37/39-27-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms L-Methionine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-;(S)-2-[[[(9H-Fluoren-9-yl)methoxy]carbonyl]amino]-4-methylsulfanylbutanoicacid;(S)-N-Fmoc-methionine;L-Fmoc-Methionine;N-(9-Fluorenylmethoxycarbonyl)-L-methionine;N-Fluorenylmethoxycarbonyl-L-methionine;NSC 334292;
PSA 100.93000
LogP 4.12230

Synthetic route

: 500872-34-4
2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methylsulfanyl-butyric acid methyl ester

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
With aluminium trichloride; N,N-dimethyl-aniline In dichloromethane	98%

: 63-68-3
L-methionine

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

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; acetone Ambient temperature;	84%

: 63-68-3
L-methionine

: 1131148-55-4
1-[(9-fluorenylmethyloxycarbonyl)]benzotriazole

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
With triethylamine In water; acetonitrile at 20℃; for 2h;	84%

: 63-68-3
L-methionine

: 4-(9-fluorenylmethoxycarbonyloxy) phenyl dimethylsulfonium methylsulfate

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
With triethylamine In water Ambient temperature;	80%

: 63-68-3
L-methionine

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
Stage #1: L-methionine With chloro-trimethyl-silane In dichloromethane for 1h; Inert atmosphere; Reflux; Stage #2: (fluorenylmethoxy)carbonyl chloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 5 - 20℃; for 1.5h;	80%
In acetonitrile at 20℃; for 0.25h; pH=9.2; aq. borate buffer;
Stage #1: L-methionine With sodium carbonate In 1,4-dioxane; water Cooling with ice; Stage #2: (fluorenylmethoxy)carbonyl chloride In 1,4-dioxane; water at 20℃; for 5h;

: 63-68-3
L-methionine

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

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 50℃;	78%
Stage #1: L-methionine 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;	61%
With sodium hydrogencarbonate In water; N,N-dimethyl-formamide at 0 - 20℃; for 2h;

: C23H29NO4SSi

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
With methanol In dichloromethane for 0.5h; Ambient temperature; Yield given;

: N-Fmoc-L-methionine phenacyl ester

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

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

: 63-68-3
L-methionine

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: CH2Cl2 / 1 h / Heating 2: CH2Cl2 / 72 h / Ambient temperature 3: MeOH / CH2Cl2 / 0.5 h / Ambient temperature View Scheme

: 5269-64-7
O-(Trimethylsilyl)methionine

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: CH2Cl2 / 72 h / Ambient temperature 2: MeOH / CH2Cl2 / 0.5 h / Ambient temperature View Scheme

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 2 h / 10 °C 2: triethylamine / water; acetonitrile / 2 h / 20 °C View Scheme

: 1361400-97-6
picolyl N-Fmoc-L-methioninate

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
With magnesium In methanol at 20℃; for 4h;

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

A: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

B: 71989-28-1, 144701-23-5, 112883-40-6
Nα-fluorenyl-9-methoxycarbonyl-D-Met

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

: 144701-23-5
N-Fmoc-methionine

A: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

B: 71989-28-1, 144701-23-5, 112883-40-6
Nα-fluorenyl-9-methoxycarbonyl-D-Met

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℃; Reagent/catalyst; Resolution of racemate; enantioselective reaction;

: 59-51-8
DL-methionine

A: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

B: 71989-28-1, 144701-23-5, 112883-40-6
Nα-fluorenyl-9-methoxycarbonyl-D-Met

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

: mono-oxidized L-methionine

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
Stage #1: mono-oxidized L-methionine With chloro-trimethyl-silane In N,N-dimethyl-formamide at 20℃; Pummerer Sulfoxide Rearrangement; Stage #2: With 1,3-dihydro-imidazole-2-thione In N,N-dimethyl-formamide at 20℃; Solvent; Reagent/catalyst; Pummerer Sulfoxide Rearrangement;	90 %Chromat.

: 872-35-5
1,3-dihydro-imidazole-2-thione

: mono-oxidized L-methionine

A: C23H23N3O4S2

B: S-(((1H-imidazol-2-yl)thio)methyl)-N-(((9H-fluoren-9-yl)methoxy)carbonyl)-L-homocysteine

C: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

Conditions

Conditions	Yield
Stage #1: mono-oxidized L-methionine With chloro-trimethyl-silane In ethyl acetate at 20℃; Pummerer Sulfoxide Rearrangement; Stage #2: 1,3-dihydro-imidazole-2-thione In ethyl acetate at 20℃; Solvent; Reagent/catalyst; Pummerer Sulfoxide Rearrangement;	A n/a B n/a C 8 %Chromat.

...Expand

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 314732-61-1
(9H-fluoren-9-yl)methyl (S)-(1-amino-4-(methylthio)-1-oxobutan-2-yl)carbamate

Conditions

Conditions	Yield
Stage #1: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 0℃; for 0.5h; Stage #2: With ammonium chloride In tetrahydrofuran; water at 0℃; for 0.5h;	100%
With pyridine; di-tert-butyl dicarbonate; ammonium bicarbonate In 1,4-dioxane; N,N-dimethyl-formamide at 20℃; for 48h; Inert atmosphere;	91%
With ammonium bicarbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In acetonitrile at 20℃; for 15h;	86%

: 35661-60-0
Fmoc-Leu-OH

: 71989-31-6
Fmoc-Pro-OH

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 76-05-1
trifluoroacetic acid

: (4S)-4-{[(9-fluorenylmethyloxy)carbonyl]amino}-5-({2-[([(2-{[(9H-fluorenylmethoxy)carbonyl]amino}ethyl)amino]{[(4-methylphenyl)-sulfonyl]imino}methyl)amino]ethyl}amino)-5-oxopentanoic acid

: C49H83N13O10S3*C2HF3O2

Conditions

Conditions	Yield
Multistep reaction.;	100%

...Expand

: C42H37ClNO6Pol

: C29H31NO5

: 1161-13-3
N-Cbz-L-Phe

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

: 122889-11-6, 83792-48-7
O-benzyl-N-Fmoc-L-serine

: 71989-31-6
Fmoc-Pro-OH

: 71989-33-8
Fmoc-Ser(tBu)-OH

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 139090-50-9, 83792-47-6
Nα-FMOC-Nω-L-tosylarginine

: 146346-82-9
N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyldimethylsilyl)-L-threonine

: 146982-24-3
N-alpha-(9-fluorenylmethyloxycarbonyl)-L-aspartic acid beta-allyl ester

: 1240360-55-7
Z-Phe-Ala-Thr(TBS)-Met-Arg(Tos)-Tyr(Pen)-Pro-Ser(tBu)-Asp(OAll)-Ser(Bzl)-Asp(OtBu)-OH

Conditions

Conditions	Yield
Stage #1: C42H37ClNO6Pol With morpholine Automated synthesizer; solid phase reaction; Stage #2: O-benzyl-N-Fmoc-L-serine With O‑(6‑chlorobezotriazol‑1‑yl)‑N,N,N,N‑tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 6-chloro-1-hydroxybenzotriazole In 1-methyl-pyrrolidin-2-one Automated synthesizer; solid phase reaction; Stage #3: C29H31NO5; N-Cbz-L-Phe; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Ser(tBu)-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine; Nα-FMOC-Nω-L-tosylarginine; N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyldimethylsilyl)-L-threonine; N-alpha-(9-fluorenylmethyloxycarbonyl)-L-aspartic acid beta-allyl ester Further stages;	100%

Yield

Stage #1: C42H37ClNO6Pol With morpholine Automated synthesizer; solid phase reaction;
Stage #2: O-benzyl-N-Fmoc-L-serine With O‑(6‑chlorobezotriazol‑1‑yl)‑N,N,N,N‑tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 6-chloro-1-hydroxybenzotriazole In 1-methyl-pyrrolidin-2-one Automated synthesizer; solid phase reaction;
Stage #3: C29H31NO5; N-Cbz-L-Phe; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Ser(tBu)-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine; Nα-FMOC-Nω-L-tosylarginine; N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyldimethylsilyl)-L-threonine; N-alpha-(9-fluorenylmethyloxycarbonyl)-L-aspartic acid beta-allyl ester Further stages;

100%

...Expand

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

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

: 71989-18-9
Fmoc-Glu(OtBu)-OH

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: N3-L-Gly-L-Phe-L-Glu(OtBu)-L-Met-L-Glu(OtBu)-L-Met-OH

Conditions

Conditions	Yield
Stage #1: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine With N-ethyl-N,N-diisopropylamine In methanol; dichloromethane; N,N-dimethyl-formamide for 1.33333h; Inert atmosphere; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.333333h; Inert atmosphere; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; N-Fmoc L-Phe; Fmoc-Glu(OtBu)-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine Further stages;	99%

Yield

Stage #1: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine With N-ethyl-N,N-diisopropylamine In methanol; dichloromethane; N,N-dimethyl-formamide for 1.33333h; Inert atmosphere;
Stage #2: With piperidine In N,N-dimethyl-formamide for 0.333333h; Inert atmosphere;
Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; N-Fmoc L-Phe; Fmoc-Glu(OtBu)-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine Further stages;

99%

...Expand

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

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: Fmoc-L-Phe-L-Met-L-Phe-L-Met-OH

Conditions

Conditions	Yield
Stage #1: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine With N-ethyl-N,N-diisopropylamine In methanol; dichloromethane; N,N-dimethyl-formamide for 1.33333h; Inert atmosphere; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.333333h; Inert atmosphere; Stage #3: N-Fmoc L-Phe; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine Further stages;	99%
Stage #1: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine With N-ethyl-N,N-diisopropylamine In dichloromethane for 1.08333h; Inert atmosphere; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.166667h; Inert atmosphere; Stage #3: N-Fmoc L-Phe; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine Further stages;	99%

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

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

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 144120-54-7
Nα-(9-fluorenylmethoxycarbonyl)-L-glutamic acid α-allyl ester

: cyclo-[L-Met-Gly-L-Met-L-Phe-L-Phe-L-Glu]

Conditions

Conditions	Yield
Stage #1: Nα-(9-fluorenylmethoxycarbonyl)-L-glutamic acid α-allyl ester With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.916667h; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.333333h; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; N-Fmoc L-Phe; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine Further stages;	99%

...Expand

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 147221-33-8
1-methyl-1-phenylethyl 2,2,2-trichloroacetimidoate

: (S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methylsulfanyl-butyric acid 1-methyl-1-phenyl-ethyl ester

Conditions

Conditions	Yield
In dichloromethane	98%
In dichloromethane at 20℃; for 16h;	95%

: 103647-81-0
N-(2,2-diethoxyethyl)-3-methylbutan-1-amine

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: (S)-(9H-fluoren-9-yl)methyl 1-((2,2-diethoxyethyl)(isopentyl)amino)-4-(methylthio)-1-oxobutan-2-ylcarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; Cooling with ice;	98%

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 28230-32-2
3-hydroxy-3,4-dihydrobenzotriazine-4-one

: 119767-83-8
Fmoc-Met-ODhbt

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran at -15 - 4℃;	95%
With thionyl chloride In dichloromethane Heating;	92%

: 98946-18-0
tert-Butyl 2,2,2-trichloroacetimidate

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: (S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methylsulfanyl-butyric acid tert-butyl ester

Conditions

Conditions	Yield
In dichloromethane Heating;	95%

: 913987-81-2
(4-iodomethylphenoxy)acetic acid 2-oxo-2-phenylethyl ester

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 913987-86-7
4-(Fmoc-methionyloxymethyl)phenoxyacetic acid 2-phenacyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 0℃;	95%

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 63-68-3
L-methionine

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 50℃; for 16h;	95%

: 50-00-0
formaldehyd

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 84000-02-2
(4S)-3-(9-fluorenylmethyloxycarbonyl)-4-<2-(methylthio)ethyl>-5-oxooxazolidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 2h; Reflux;	94%
With toluene-4-sulfonic acid In toluene for 0.5h; Heating;	88%

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 70-11-1
α-bromoacetophenone

: N-Fmoc-L-methionine phenacyl ester

Conditions

Conditions	Yield
With triethylamine In ethyl acetate; N,N-dimethyl-formamide at 0℃; for 18h;	94%

: (E)-1α,25-dihydroxy-2-(1′-amino-3′,6′,9′-trioxadodecan-12′-ylidene)-19-norvitamin D3

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: (E)-1α,25-dihydroxy-2-[1′-(9′’H-fluoren-9′’-yl)-5′-[2′’’-(methylthio)ethyl]-3′,6′-dioxo-2′,10′,13′,16′-tetraoxa-4′,7′-diazanonadecan-19′-ylidene]-19-norvitamin D3

Conditions

Conditions	Yield
Stage #1: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 1h; Inert atmosphere; Stage #2: (E)-1α,25-dihydroxy-2-(1′-amino-3′,6′,9′-trioxadodecan-12′-ylidene)-19-norvitamin D3 In dichloromethane Inert atmosphere;	94%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 86060-94-8
N-α-Fmoc-L-methionine pentafluorophenyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In ethyl acetate 0 deg C, 1 h; r.t., 1 h;	93%
With dicyclohexyl-carbodiimide In ethyl acetate at 0℃; for 2h; Yield given;

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 244633-31-6
pentafluorophenyl 4-nitrobenzenesulfonate

: 86060-94-8
N-α-Fmoc-L-methionine pentafluorophenyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Esterification;	93%

: 15028-41-8
methyl 2-aminoisobutyrate hydrochloride

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 1124322-46-8
Fmoc-L-Met-Aib-OMe

Conditions

Conditions	Yield
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;	93%

: 1313025-22-7
2-docosyloxy-4-methoxybenzyl alcohol

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 1313025-44-3
C50H73NO6S

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform at 20℃; for 1h; Cooling with ice;	93%

: 1738-77-8
L-leucine benzyl ester p-toluenesulfonate

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: Fmoc-Met-Leu-OBzl ester

Conditions

Conditions	Yield
Stage #1: L-leucine benzyl ester p-toluenesulfonate With triethylamine In dichloromethane at 20℃; for 0.5h; Stage #2: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	93%

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 130859-02-8
(9H-fluoren-9-yl)methyl (S)-(1-fluoro-4-(methylthio)-1-oxobutan-2-yl)carbamate

Conditions

Conditions	Yield
With tetramethylammonium trifluoromethanethiolate In dichloromethane at 20℃; for 0.0833333h;	92%
With pyridine; trifluoro-[1,3,5]triazine In dichloromethane for 4h; Ambient temperature;	80%
With pyridine; trifluoro-[1,3,5]triazine In dichloromethane at 20℃;	74%
With pyridine; trifluoro-[1,3,5]triazine In dichloromethane for 2h;	72%

: 2462-35-3
L-leucine benzyl ester hydrochloride

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: Fmoc-Met-Leu-OBzl ester

Conditions

Conditions	Yield
With C36H24B4N2O3 In toluene at 80℃; for 48h; Inert atmosphere; Molecular sieve;	92%

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 119706-37-5
(S)-2-((S)-2-Amino-4-methyl-pentanoylamino)-3-phenyl-propionic acid (benzhydryl-carbamoyl)-methyl ester; compound with trifluoro-acetic acid

: 119706-25-1
Fmoc-Met-Leu-Phe-OBg

Conditions

Conditions	Yield
With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In N,N-dimethyl-formamide for 0.5h; Ambient temperature;	91%

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: Ala-Ile-Pro-O-t-Bu

: N-Fmoc-Met-Ala-Ile-Pro-t-Bu

Conditions

Conditions	Yield
With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Addition; Peptide-bond formation;	91%

: 95-14-7
1,2,3-Benzotriazole

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 850232-62-1
9H-fluoren-9-ylmethyl N-[(1S)-1-(1H-1,2,3-benzotriazol-1-ylcarbonyl)-3-(methylsulfanyl)propyl]carbamate

Conditions

Conditions	Yield
Stage #1: 1,2,3-Benzotriazole With thionyl chloride In tetrahydrofuran at 25℃; for 0.5h; Inert atmosphere; Stage #2: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	91%
Stage #1: 1,2,3-Benzotriazole With thionyl chloride In tetrahydrofuran at 35 - 40℃; for 0.333333h; Stage #2: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine In tetrahydrofuran at 25℃; for 2h;	87%
Stage #1: 1,2,3-Benzotriazole With thionyl chloride In tetrahydrofuran at 40 - 50℃; for 0.333333h; Stage #2: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine In tetrahydrofuran at 20℃; for 2h;	87%
With thionyl chloride In tetrahydrofuran at 20℃; for 2h;

: 147556-16-9
curcumin

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: ((1E,3Z,6E)-3-hydroxy-5-oxohepta-1,3,6-triene-1,7-diyl)bis(2-methoxy-4,1-phenylene) (2S,2'S)-bis(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(methylthio)butanoate)

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at -5 - 0℃;	91%

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 103321-54-6
Fmoc-methioninechloride

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane for 1h; Ambient temperature;	90.3%
With thionyl chloride In dichloromethane for 24h; Ambient temperature;	90%
With pyridine; thionyl chloride In dichloromethane Heating;

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: Fmoc-Met-N(CH3)-OCH3

Conditions

Conditions	Yield
Stage #1: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1,8-diazabicyclo[5.4.0]undec-7-ene In ethyl acetate; acetonitrile at 0℃; for 0.166667h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With triethylamine In ethyl acetate; acetonitrile at 0℃; for 0.5h;	90%
Stage #1: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine With trichloroacetonitrile; triphenylphosphine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With triethylamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	78%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine
Stage #1: N,O-dimethylhydroxylamine*hydrochloride; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In acetonitrile at 0℃; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In acetonitrile at 0 - 20℃; Inert atmosphere;

: 35661-60-0
Fmoc-Leu-OH

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

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine

: NH2-RMLRF-OH

Conditions

Conditions	Yield
Stage #1: N-Fmoc L-Phe With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.666667h; Stage #2: With N-ethyl-N,N-diisopropylamine In methanol; dichloromethane at 20℃; for 0.166667h; Stage #3: Fmoc-Leu-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages;	90%

...Expand

Fmoc-L-Methionine Chemical Properties

IUPAC Name: 2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methylsulfanylbutanoic acid
Molecular Formula: C₂₀H₂₁NO₄S
Formula Weight of Fmoc-Met-OH (CAS NO.71989-28-1): 371.45 g/mol
Melting point: 121-123 °C
alpha: -29 °(c=1,DMF 24 °C)
refractive index: -29.5 °(C=1, DMF)
Surface Tension: 55.9 dyne/cm
Index of Refraction: 1.615
storage temp.: 2-8 °C
Form: Solid
Density: 1.282 g/cm³
Flash Point: 325.5 °C
Enthalpy of Vaporization: 95.88 kJ/mol
Boiling Point: 614.6 °C at 760 mmHg
Appearance: White to yellowish. (Light.)
Vapour Pressure: 5.8E-16 mmHg at 25 °C
Solubility of Fmoc-Met-OH (CAS NO.71989-28-1): Insoluble in cold water
Product Categories: Protected Amino Acids;Fluorenes, Flurenones;Amino Acids;Methionine [Met, M];Fmoc-Amino Acids and Derivatives;Amino Acids (N-Protected);Biochemistry;Fmoc-Amino Acids;Nutritional Supplements;Fmoc-Amino acid series
Following is the structure of Fmoc-Met-OH (CAS NO.71989-28-1):

Fmoc-L-Methionine Toxicity Data With Reference

Chronic toxicity of Fmoc-Met-OH (CAS NO.71989-28-1), repeated or prolonged exposure is not known to aggravate medical condition. And it hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated.

Fmoc-L-Methionine Safety Profile

Hazard Codes : Irritant Xi
Risk Statements : 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements : 22-24/25-36/37/39-27-26
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S27:Take off immediately all contaminated clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany : 3

Fmoc-L-Methionine Specification

Fmoc-Met-OH (CAS NO.71989-28-1) is stable under normal temperatures and pressures. It should avoid the condition of strong oxidants. And it is also incompatible with other materials strong oxidizing agents. Its hazardous decomposition products are carbon monoxide, oxides of nitrogen, oxides of sulfur, carbon dioxide, sodium oxide. Its hazardous polymerization has not been reported. Handling of Fmoc-Met-OH (CAS NO.71989-28-1), keep away from heat, and sources of ignition. Empty containers pose a fire risk, evaporate the residue under a fume hood. Ground all equipment containing material. And do not breathe dust.

Product Name

Fmoc-L-Methionine

Synthetic route

Fmoc-L-Methionine Chemical Properties

Fmoc-L-Methionine Toxicity Data With Reference

Fmoc-L-Methionine Safety Profile

Fmoc-L-Methionine Specification

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