Fmoc-O-tert-Butyl-L-serine supplier

Name
Fmoc-O-tert-Butyl-L-serine
EINECS 276-260-6
CAS No. 71989-33-8
Article Data16
CAS DataBase
Density 1.216 g/cm³
Solubility
Melting Point 127-131 °C
Formula C₂₂H₂₅NO₅
Boiling Point 578.6 °C at 760 mmHg
Molecular Weight 383.444
Flash Point 303.7 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 24/25-36/37/39-27-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms L-Serine,O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-;(2S)-3-tert-Butoxy-2-[[[(9H-fluoren-9-yl)methoxy]carbonyl]amino]propanoicacid;N-(9-Fluorenylmethoxycarbonyl)-O-tert-butylserine;O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)serine;Fmoc-Ser(tBu)-OH;
PSA 84.86000
LogP 4.18430

Synthetic route

: Fmoc-Ser(tBu)-OMe

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

Conditions

Conditions	Yield
With magnesium iodide In tetrahydrofuran at 120℃; for 1h; Inert atmosphere; Microwave irradiation; Sealed tube; chemoselective reaction;	98%
With aluminum (III) chloride In ethyl acetate Reflux;	86%

: N-Fmoc-L-Ser(t-But)-OEt

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

Conditions

Conditions	Yield
With aluminum (III) chloride In ethyl acetate Reflux;	84.8%

: 129460-16-8
(S)-3-tert-Butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid tert-butyl ester

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

B: 73724-45-5
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

Conditions

Conditions	Yield
With silica gel In toluene for 1.25h; Heating;	A 76% B 8%

: 18822-58-7
(S)-O-tert-butylserine

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

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

Conditions

Conditions	Yield
With triethylamine In water; acetonitrile for 1h;	75%

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

: 132776-33-1
O-tert-Butyl-L-serine Methyl Ester p-Toluenesulfonate

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

Conditions

Conditions	Yield
With sodium carbonate 1.) H2O, r.t., 24 h; 2.) p-dioxane, 0 deg C to r.t., 24 h; other reagent (1. step): NaOH; Yield given. Multistep reaction;

: 146346-72-7
Fmoc-Ser(but)-O-Pha

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

Conditions

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

: Fmoc-Ser(But)-OSi(CH3)3

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

Conditions

Conditions	Yield
With water In 1,4-dioxane; ethyl acetate Ambient temperature; Yield given;

: 18822-58-7
(S)-O-tert-butylserine

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

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

: 129460-16-8
(S)-3-tert-Butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid tert-butyl ester

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: i-Pr2NEt / dioxane / 1 h / Heating 2: H2O / dioxane; ethyl acetate / Ambient temperature View Scheme

: 125760-26-1
N-Fmoc serine phenacyl ester

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 240 h 2: zinc, acetic acid View Scheme

: 73724-45-5
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

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

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diisopropylethylamine / ethyl acetate 2: 240 h 3: zinc, acetic acid View Scheme

: Fmoc-O-t-butyl-L-serine-N-hydroxysuccinimide ester

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

Conditions

Conditions	Yield
With benzotriazol-1-ol; 17O-water In tetrahydrofuran at 20℃; for 96 - 120h;

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 247595-36-4
C7H15NO3*ClH

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

Conditions

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

: 82911-78-2
N-[(9-fluorenylmethoxy)carbonyl]-L-serine methyl ester

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: perchloric acid / 1 h / 20 °C / Cooling with ice 2: aluminum (III) chloride / ethyl acetate / Reflux View Scheme

: 1258442-44-2
C104H160N10O10S

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

: 1258442-36-2
C126H183N11O14S

Conditions

Conditions	Yield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;	100%

: 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

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

: 71989-14-5
Fmoc-(tBu)Asp-OH

: 119831-72-0
Fmoc-Arg(Pbf)-OH

: 320393-85-9
2-(6-isocyanatohexylaminocarbonylamino)-6-methyl-4-pyrimidinone

: 1262277-03-1
C36H58N16O15

Conditions

Conditions	Yield
Stage #1: Fmoc-Ser(tBu)-OH With dmap; benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 21℃; for 24h; Stage #2: With piperidine In N,N-dimethyl-formamide at 21℃; for 0.0833333h; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-(tBu)Asp-OH; Fmoc-Arg(Pbf)-OH; 2-(6-isocyanatohexylaminocarbonylamino)-6-methyl-4-pyrimidinone Further stages;	100%

...Expand

: 334-48-5
1-decanoic acid

: Nα-Fmoc-Nδ-(acetyl)-Nδ-(benzoyloxy)-L-ornithine

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

: 109425-55-0
Fmoc-Orn(Boc)-OH

: DA-Lys-Ser-Orn(Ac-OH)-OH

Conditions

Conditions	Yield
Stage #1: Nα-Fmoc-Nδ-(acetyl)-Nδ-(benzoyloxy)-L-ornithine With N-ethyl-N,N-diisopropylamine In dichloromethane for 1h; Stage #2: 1-decanoic acid; Fmoc-Ser(tBu)-OH; Fmoc-Orn(Boc)-OH With piperidine In N,N-dimethyl-formamide Further stages;	100%

...Expand

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

: 518044-31-0
tert-butyl 2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)acetate

: FmocNH-Ser(OtBu)-O(CH2CH2O)3CH2C(O)OtBu

Conditions

Conditions	Yield
With dmap In dichloromethane at 20℃; for 4h; Inert atmosphere;	100%

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

: 73724-45-5
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

Conditions

Conditions	Yield
With triethylsilane; trifluoroacetic acid In dichloromethane for 0.25h; Ambient temperature;	99%
With trifluoroacetic acid at 0℃; Kinetics; Activation energy; Thermodynamic data; Further Variations:; Temperatures; Reagents;
With trifluoroacetic acid In dichloromethane at 20℃; for 2h; Inert atmosphere;	84 mg
With hydrogenchloride In water at 20℃; for 4h; Solvent; Time;
With trifluoroacetic acid In water at 20℃; for 4h;	4.96 g

: 623-33-6
glycine ethyl ester hydrochloride

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

: 1028450-88-5
N-fluorenylmethoxycarbonyl-O-tert-butyl-L-seryl-glycine ethyl ester

Conditions

Conditions	Yield
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	99%

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

: 220331-35-1
(S)-allyl 2-amino-6-((tert-butoxycarbonyl)amino)hexanoate

: Fmoc-Ser(tBu)-Lys(Boc)-O-allyl

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃;	99%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃; for 15h;	90%

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

: 113247-75-9
O-t-butyl serine benzyl ester

: C36H44N2O7

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 at 0 - 20℃; for 2h;	99%

: C7H14NO3Pol

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

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

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

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

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

: butyrylcholinesterase nonapeptide

Conditions

Conditions	Yield
Stage #1: C7H14NO3Pol; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine With dicyclohexyl-carbodiimide; ethyl cyanoglyoxylate-2-oxime In dichloromethane at 20℃; for 1h; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.3h; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; N-Fmoc L-Phe; Fmoc-Ser(tBu)-OH; Fmoc-Glu(OtBu)-OH Further stages;	99%

Yield

Stage #1: C7H14NO3Pol; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine With dicyclohexyl-carbodiimide; ethyl cyanoglyoxylate-2-oxime In dichloromethane at 20℃; for 1h;
Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.3h;
Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; N-Fmoc L-Phe; Fmoc-Ser(tBu)-OH; Fmoc-Glu(OtBu)-OH Further stages;

99%

...Expand

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

: Dimethyl-(3-methyl-2-butenyl)-sulfonium tetrafluoroborate

: C27H33NO5

Conditions

Conditions	Yield
Stage #1: Fmoc-Ser(tBu)-OH With sodium carbonate In dichloromethane for 0.0833333h; Stage #2: Dimethyl-(3-methyl-2-butenyl)-sulfonium tetrafluoroborate With copper(I) bromide In dichloromethane at 20℃; Inert atmosphere; regioselective reaction;	99%

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

: 2,4,6-trivinylcyclotriboroxane*pyridine complex

: (L)-N-Fmoc-O-tert-butyl serine vinyl ester

Conditions

Conditions	Yield
With N,N'-diethylurea; copper(II) bis(trifluoromethanesulfonate); triethylamine In tetrahydrofuran at 50℃; for 16h; Chan-Lam Coupling;	99%

: 2-(2-(2-(3,4,5-tris(isononyloxy)benzamido)ethoxy)ethoxy)benzylalcohol

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

: C67H98N2O11

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 5℃; for 5h;	99%

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

: 130858-98-9
FMOC-Ser(t-Bu)-F

Conditions

Conditions	Yield
With pyridine; trifluoro-[1,3,5]triazine In dichloromethane at 20℃; for 15h;	98%
With pyridine; trifluoro-[1,3,5]triazine In dichloromethane at 20℃;	97%
With pyridine; trifluoro-[1,3,5]triazine In dichloromethane for 1.5h; Ambient temperature;	72.7%
With diethylamino-sulfur trifluoride In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;

: 27894-50-4
methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride

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

: 442663-72-1
Fmoc-Ser(tBu)-Lys(Z)-OMe

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; pH=8 - 9;	98%

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

: 100-53-8
phenylmethanethiol

: 1259301-22-8
N-(fluoren-9-ylmethoxycarbonyl)-O-(tert-butyl)-L-serine S-benzyl ester

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 120h; Inert atmosphere;	98%
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 18h;	91%

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

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

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

: 103213-32-7
N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine

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

: H2N-L-Cys(Trt)-L-Arg(Pbf)-L-Cys(Trt)-L-Phe-L-Ser(tBu)-Gly-OH trifluoroacetate

Conditions

Conditions	Yield
Stage #1: N-(fluoren-9-ylmethoxycarbonyl)glycine 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-Fmoc L-Phe; Fmoc-Ser(tBu)-OH; N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages;	98%

...Expand

: 68858-20-8
Fmoc-Val-OH

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

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

: 71989-23-6
Fmoc-Ile-OH

: 103213-32-7
N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine

: H2N-L-Val-L-Ser(tBu)-L-Phe-L-Cys(Trt)-L-Ile-L-Cys(Trt)-OH trifluoroacetate

Conditions

Conditions	Yield
Stage #1: N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine 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: Fmoc-Val-OH; N-Fmoc L-Phe; Fmoc-Ser(tBu)-OH; Fmoc-Ile-OH; N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine Further stages;	98%

...Expand

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

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

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

Fmoc-D(*)-OH: Fmoc-D(*)-OH

: C29H37N7O11

Conditions

Conditions	Yield
Stage #1: N-(fluoren-9-ylmethoxycarbonyl)glycine With 1-methyl-pyrrolidin-2-one; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine at 20℃; for 0.5h; Stage #2: With piperidine for 0.0833333h; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Ser(tBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-D(*)-OH Further stages;	98%

...Expand

: C35H34N4O5

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

: 71989-14-5
Fmoc-(tBu)Asp-OH

: 108-24-7
acetic anhydride

: 71989-23-6
Fmoc-Ile-OH

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

: C51H79N9O11

Conditions

Conditions	Yield
Stage #1: Fmoc-Ile-OH 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 20℃; for 1h; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.2h; Stage #3: C35H34N4O5; Fmoc-Ser(tBu)-OH; Fmoc-(tBu)Asp-OH; acetic anhydride; Fmoc-Thr(tBu)-OH Further stages;	98%

...Expand

: fmoc-Lys(Boc)-Wang resin

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

: 71989-31-6
Fmoc-Pro-OH

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

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

: 71989-26-9
Fmoc-Lys(tert-butoxycarbonyl)

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

: (2S,4R)-4-tert-butoxy-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid

: 119106-85-3
Ala-Lys-Pro-Ser-Tyr-Hyp-Hyp-Thr-Tyr-Lys

Conditions

Conditions	Yield
Stage #1: fmoc-Lys(Boc)-Wang resin With piperidine In N,N-dimethyl-formamide for 0.25h; Wang resin; Stage #2: Fmoc-Tyr(tBu)-OH With O-(benzotriazol-1-yl)- N,N,N’,N’-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1h; Wang resin; Stage #3: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Ser(tBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl); Fmoc-Thr(tBu)-OH; (2S,4R)-4-tert-butoxy-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid Further stages;	97.89%

Yield

Stage #1: fmoc-Lys(Boc)-Wang resin With piperidine In N,N-dimethyl-formamide for 0.25h; Wang resin;
Stage #2: Fmoc-Tyr(tBu)-OH With O-(benzotriazol-1-yl)- N,N,N’,N’-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1h; Wang resin;
Stage #3: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Ser(tBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl); Fmoc-Thr(tBu)-OH; (2S,4R)-4-tert-butoxy-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid Further stages;

97.89%

...Expand

: 13404-22-3
tert-butyl L-alaninate hydrochloride

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

: 120173-65-1
O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-seryl-L-alanin-tert-butylester

Conditions

Conditions	Yield
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine In dichloromethane for 24h;	97%

: 1083074-09-2
C12H19NO2

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

: 1083074-18-3
C34H42N2O6

Conditions

Conditions	Yield
With N'-methyl polystyrene; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;	97%

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

: C21H43N2O4PolS

: 1364408-78-5
Fmoc-Arg(pbf)-OH

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

: 71989-14-5
Fmoc-(tBu)Asp-OH

: C40H74N10O13S

Conditions

Conditions	Yield
Stage #1: C21H43N2O4PolS; Fmoc-Ser(tBu)-OH With 1-hydroxy-7-aza-benzotriazole; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 1h; 2-chlorotrityl chloride resin; Stage #2: With piperidine In N,N-dimethyl-formamide Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Arg(pbf)-OH; Fmoc-(tBu)Asp-OH Further stages;	97%

...Expand

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

: 5978-22-3
N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride

: tert-butyl-N2-(N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-seryl)-N6-((benzyloxy)carbonyl)-L-lysinate

Conditions

Conditions	Yield
With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide for 0.0833333h; Reagent/catalyst; Solvent; Flow reactor;	97%

: 7517-19-3
methyl (L)-leucinate hydrochloride

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

: N-(9-fluorenyl)methoxycarbonyl-(O-tert-butyl)-L-seryl-L-leucine methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; pentafluorophenyl 4-nitrobenzenesulfonate; 1-hydroxybenzotriazol-hydrate In N,N-dimethyl-formamide at 20℃; for 1h;	96%

: 111-26-2
hexan-1-amine

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

: 918130-60-6
Fmoc-O-tert-butyl-L-serine hexylamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane at 25℃; for 3h;	96%

: 954147-19-4
(9H-fluoren-9-yl)methyl (3-methyl-1-(1H-tetrazol-5-yl) butyl)-carbamate

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

: 71989-26-9
Fmoc-Lys(tert-butoxycarbonyl)

: 132327-80-1
Fmoc-L-Gln(Trt)-OH

: C29H47N11O7

Conditions

Conditions	Yield
Multistep reaction.;	96%

...Expand

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

: 267001-22-9
(S)-allyl 2-amino-3-(4-(tert-butoxy)phenyl)propanoate

: 937077-24-2
Fmoc-Ser(tBu)-Tyr(tBu)-Oallyl

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 45℃;	96%

Fmoc-O-tert-Butyl-L-serine Chemical Properties

IUPAC Name: 2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]propanoic acid
Following is the structure of Fmoc-Ser(tBu)-OH (CAS NO.71989-33-8):

Molecular Formula: C₂₂H₂₅NO₅
Formula Weight: 383.44
EINECS: 276-260-6
Index of Refraction: 1.575
Molar Refractivity: 104.15 cm³
Molar Volume: 315.1 cm³
Density: 1.216 g/cm³
Flash Point: 303.7 °C
Storage temp.: 2-8 °C
Surface Tension: 49.5 dyne/cm
Melting point: 130.5-135.5 °C(lit.)
Enthalpy of Vaporization: 91.08 kJ/mol
Boiling Point: 578.6 °C at 760 mmHg
Vapour Pressure: 3.16E-14 mmHg at 25 °C
Product Categories of Fmoc-Ser(tBu)-OH (CAS NO.71989-33-8): Fluorenes, Flurenones;Amino Acids; Serine [Ser, S]; Fmoc-Amino Acids and Derivatives; Amino Acids (N-Protected); Biochemistry; Fmoc-Amino Acids; Fmoc-Amino acid series
Appearance of Fmoc-Ser(tBu)-OH of Fmoc-Ser(tBu)-OH (CAS NO.71989-33-8): White to Off White Powder
Solubility: Insoluble in WATER; soluble in most organic solvents
Canonical SMILES: CC(C)(C)OCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
InChI: InChI=1S/C22H25NO5/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)
InChIKey: REITVGIIZHFVGU-UHFFFAOYSA-N

Fmoc-O-tert-Butyl-L-serine Toxicity Data With Reference

RTECS Number: No RTECS number has been assigned to Fmoc-Ser(tBu)-OH.
Fmoc-Ser(tBu)-OH (CAS NO.71989-33-8) 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-O-tert-Butyl-L-serine Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36/37/39-27-26
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-O-tert-Butyl-L-serine Standards and Recommendations

Chemical Purity: 98-100%

Fmoc-O-tert-Butyl-L-serine Specification

Fmoc-Ser(tBu)-OH , its cas register number 71989-33-8. It also can be called N-(9-Fluorenylmethoxycarbonyl)-O-tert-butyl-L-serine ; and Fmoc-O-tert-Butyl-L-serine .
Fmoc-Ser(tBu)-OH (CAS NO.71989-33-8) could be stable under normal temperatures and pressures. It should avoid the condition like strong oxidants. And also prevent it to broken down into hazardous decomposition products: nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen. However, its hazardous polymerization has not been reported.
Storage Condition: <25°C
Other precautions: Avoid contact with material. Avoid prolonged or repeated exposure. Store in a tightly closed container in a dry, cool place. Wash thoroughly after handling material. Material should only be handled by qualified, experienced professionals.

Product Name

Fmoc-O-tert-Butyl-L-serine

Synthetic route

Fmoc-O-tert-Butyl-L-serine Chemical Properties

Fmoc-O-tert-Butyl-L-serine Toxicity Data With Reference

Fmoc-O-tert-Butyl-L-serine Safety Profile

Fmoc-O-tert-Butyl-L-serine Standards and Recommendations

Fmoc-O-tert-Butyl-L-serine Specification

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