Product Name

  • Name

    N-(9-Fluorenylmethoxycarbonyloxy)succinimide

  • EINECS 433-520-5
  • CAS No. 82911-69-1
  • Article Data9
  • CAS DataBase
  • Density 1.42 g/cm3
  • Solubility
  • Melting Point 150-153 °C(lit.)
  • Formula C19H15NO5
  • Boiling Point 494.3 °C at 760 mmHg
  • Molecular Weight 337.332
  • Flash Point 252.7 °C
  • Transport Information
  • Appearance White powder
  • Safety 22-24/25-26/37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 82911-69-1 (N-(9-Fluorenylmethoxycarbonyloxy)succinimide)
  • Hazard Symbols IrritantXi
  • Synonyms 9-Fluorenylmethylsuccinimidyl carbonate;2,5-Pyrrolidinedione, 1-(((9H-fluoren-9-ylmethoxy)carbonyl)oxy)-;Fmoc-OSu;N-(9-FluorenylmethoxyCar;(2,5-dioxopyrrolidin-1-yl) 9H-fluoren-9-ylmethyl carbonate;Fmoc-onsu;N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide;Fmoc;N-(9-FluorenylmethoxyCarbonyloxy) Succinimide;N-(9-Fluorenylmethoxycarbonyloxy)-succinimide;Fluoren-9-ylmethyl succinimidyl carbonate;Fmoc-OSu (9-Fluorenylmethyl succinimidyl carbonate);Carbonic acid 2,5-dioxo-pyrrolidin-1-yl ester 9H-fluoren-9-ylmethyl ester;9-Fluorenylmethyl succinimidyl carbonate;Fmoc-ONSu;N-(9-Fluorenylmethoxycarbonyloxy) Succinimide;9-Fluorenylmethyl N-succinimidyl carbonate;
  • PSA 72.91000
  • LogP 2.95400

Synthetic route

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

1-hydroxy-pyrrolidine-2,5-dione

(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane for 1h; Ambient temperature;96%
With sodium carbonate In water; toluene at 25 - 30℃; for 2h; Reagent/catalyst; Solvent;56.3%
With sodium carbonate In water; acetone for 0.5h; Acylation;
(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

dicyclohexylamine salt of N-hydroxysuccinimide
82911-72-6

dicyclohexylamine salt of N-hydroxysuccinimide

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Conditions
ConditionsYield
In chloroform90%
C16H26N2O3

C16H26N2O3

(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Conditions
ConditionsYield
In chloroform90%
2,5-dioxopyrrolidin-1-yl carbonochloridate
15149-73-2

2,5-dioxopyrrolidin-1-yl carbonochloridate

9-Fluorenylmethanol
24324-17-2

9-Fluorenylmethanol

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Conditions
ConditionsYield
With pyridine In dichloromethane for 5h; Ambient temperature;72%
N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

chromium oxide activated nickel catalyst

chromium oxide activated nickel catalyst

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / acetone
2: 90 percent / CHCl3
View Scheme
L-serin
56-45-1

L-serin

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

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

N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

Conditions
ConditionsYield
With sodium hydrogencarbonate100%
With sodium carbonate In 1,4-dioxane97%
With sodium hydrogencarbonate In water; acetonitrile94%
L-threonine
72-19-5

L-threonine

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Fmoc-Thr-OH
73731-37-0

Fmoc-Thr-OH

Conditions
ConditionsYield
With sodium hydrogencarbonate100%
Stage #1: L-threonine; N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In 1,4-dioxane; water at 20℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water pH=4;
100%
With sodium hydrogencarbonate In acetone97%
methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride
5680-80-8

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

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

N-[(9-fluorenylmethoxy)carbonyl]-L-serine methyl ester

Conditions
ConditionsYield
Stage #1: methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 0.25h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide In 1,4-dioxane; water at 20℃; for 14h;
100%
Stage #1: methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 0.25h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide In 1,4-dioxane; water at 20℃; for 14h;
100%
Stage #1: methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride With sodium hydrogencarbonate In 1,4-dioxane at 20℃; for 0.5h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide In 1,4-dioxane at 20℃; for 24h;
97%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

3-(3-(amino-4-methoxyphenylmethyl)-4-methoxyphenyl)propionic acid
117286-86-9

3-(3-(amino-4-methoxyphenylmethyl)-4-methoxyphenyl)propionic acid

3-(α-fluoren-9-ylmethoxycarbonylamino-4-methoxybenzyl)-4-methoxyphenylpropionic acid
117286-85-8

3-(α-fluoren-9-ylmethoxycarbonylamino-4-methoxybenzyl)-4-methoxyphenylpropionic acid

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 1h; Ambient temperature;100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

AmBisome
1397-89-3

AmBisome

3′-N-Fmoc-AmB
127970-81-4

3′-N-Fmoc-AmB

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 20℃; for 18h;100%
With pyridine In methanol; N,N-dimethyl-formamide at 23℃; for 4h;99%
With pyridine In methanol; N,N-dimethyl-formamide at 20℃; for 12h;95%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(S)-2-Amino-4-(2,4,6-trimethoxy-benzylsulfamoyl)-butyric acid

(S)-2-Amino-4-(2,4,6-trimethoxy-benzylsulfamoyl)-butyric acid

(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(2,4,6-trimethoxy-benzylsulfamoyl)-butyric acid

(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(2,4,6-trimethoxy-benzylsulfamoyl)-butyric acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone for 12h; Ambient temperature;100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(R)-2-Amino-3-(2-tert-butoxycarbonylamino-ethylsulfamoyl)-propionic acid
152871-80-2

(R)-2-Amino-3-(2-tert-butoxycarbonylamino-ethylsulfamoyl)-propionic acid

(R)-3-(2-tert-Butoxycarbonylamino-ethylsulfamoyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

(R)-3-(2-tert-Butoxycarbonylamino-ethylsulfamoyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone for 12h; Ambient temperature;100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(R)-2-Amino-4-(2-tert-butoxycarbonylamino-ethylsulfamoyl)-butyric acid
152871-82-4

(R)-2-Amino-4-(2-tert-butoxycarbonylamino-ethylsulfamoyl)-butyric acid

(R)-4-(2-tert-Butoxycarbonylamino-ethylsulfamoyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid

(R)-4-(2-tert-Butoxycarbonylamino-ethylsulfamoyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone for 12h; Ambient temperature;100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Propargylamine
2450-71-7

Propargylamine

Fmoc-N-propargylamine
127896-08-6

Fmoc-N-propargylamine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Cooling with ice;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;100%
With dmap In dichloromethane at 0 - 20℃; for 4h;94%
Tyr(tBu)
16874-12-7

Tyr(tBu)

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(S)-tert-butyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate
133852-23-0

(S)-tert-butyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate

Conditions
ConditionsYield
Stage #1: Tyr(tBu); N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 18h;
Stage #2: With hydrogenchloride; water In 1,4-dioxane
100%
With N-ethyl-N,N-diisopropylamine In acetone at 22 - 25℃;95.8%
With N-ethyl-N,N-diisopropylamine In acetone at 20℃; for 12h;95.8%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(2S)-1,2,3,6-tetrahydropyridine-2-carboxylic acid
31456-71-0

(2S)-1,2,3,6-tetrahydropyridine-2-carboxylic acid

(S)-3,6-Dihydro-2H-pyridine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester
207733-59-3

(S)-3,6-Dihydro-2H-pyridine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester

Conditions
ConditionsYield
With sodium hydroxide; sodium hydrogencarbonate100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(3S,6R,8aR)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid

(3S,6R,8aR)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid

(3R,6R,9S)-1-aza-9-carboxy-3-(9'-fluorenylmethoxycarbonylamino)-2-oxo-bicyclo[4.3.0]nonane
326490-44-2

(3R,6R,9S)-1-aza-9-carboxy-3-(9'-fluorenylmethoxycarbonylamino)-2-oxo-bicyclo[4.3.0]nonane

Conditions
ConditionsYield
Stage #1: (3S,6R,8aR)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In tetrahydrofuran; water at 20℃; for 3h; Further stages.;
100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(3S,6S,8aR)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid

(3S,6S,8aR)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid

(2S,6R,9S)-2-oxo-3-(9-fluorenyloxycarbonylamino)-1-azabicyclo[4.2.0]nonane-9-carboxylic acid
326490-43-1

(2S,6R,9S)-2-oxo-3-(9-fluorenyloxycarbonylamino)-1-azabicyclo[4.2.0]nonane-9-carboxylic acid

Conditions
ConditionsYield
Stage #1: (3S,6S,8aR)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In tetrahydrofuran; water at 20℃; for 3h; Further stages.;
100%
With sodium carbonate In 1,4-dioxane; water
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(3S,6R,8aS)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid

(3S,6R,8aS)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid

(3R,6S,9S)-1-aza-9-carboxy-3-(9'-fluorenylmethoxycarbonylamino)-2-oxo-bicyclo[4.3.0]nonane
326490-42-0

(3R,6S,9S)-1-aza-9-carboxy-3-(9'-fluorenylmethoxycarbonylamino)-2-oxo-bicyclo[4.3.0]nonane

Conditions
ConditionsYield
Stage #1: (3S,6R,8aS)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In tetrahydrofuran; water at 20℃; for 3h; Further stages.;
100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(3S,6S,8aS)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid
934660-55-6

(3S,6S,8aS)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid

(3S,6S,9S)-2-oxo-3-(N-(9-fluorenylmethoxycarbonyl)amino)-1-azabicyclo[4.3.0]nonane-9-carboxylic acid
326490-41-9

(3S,6S,9S)-2-oxo-3-(N-(9-fluorenylmethoxycarbonyl)amino)-1-azabicyclo[4.3.0]nonane-9-carboxylic acid

Conditions
ConditionsYield
Stage #1: (3S,6S,8aS)-6-Amino-5-oxo-octahydro-indolizine-3-carboxylic acid With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In tetrahydrofuran; water at 20℃; for 3h; Further stages.;
100%
With sodium carbonate In 1,4-dioxane; water265 mg
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(3S,6R,9aR)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid

(3S,6R,9aR)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid

(3R,7R,10S)-1-aza-10-carboxy-3-(9'-fluorenylmethoxycarbonylamino)-2-oxo-bicyclo[5.3.0]decane
337513-07-2

(3R,7R,10S)-1-aza-10-carboxy-3-(9'-fluorenylmethoxycarbonylamino)-2-oxo-bicyclo[5.3.0]decane

Conditions
ConditionsYield
Stage #1: (3S,6R,9aR)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In tetrahydrofuran; water at 20℃; for 3h; Further stages.;
100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(3S,6S,9aR)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid

(3S,6S,9aR)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid

(3S,7R,10S)-2-oxo-3-N-(9-fluorenylmethyloxycarbonyl)amino-1-azabicyclo[5.3.0]decane-10-carboxylic acid
270585-84-7

(3S,7R,10S)-2-oxo-3-N-(9-fluorenylmethyloxycarbonyl)amino-1-azabicyclo[5.3.0]decane-10-carboxylic acid

Conditions
ConditionsYield
Stage #1: (3S,6S,9aR)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In tetrahydrofuran; water at 20℃; for 3h; Further stages.;
100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(3S,6R,9aS)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid

(3S,6R,9aS)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid

(3R,7S,10S)-1-aza-10-carboxy-3-(9'-fluorenylmethoxycarbonylamino)-2-oxo-bicyclo[5.3.0]decane
326490-45-3

(3R,7S,10S)-1-aza-10-carboxy-3-(9'-fluorenylmethoxycarbonylamino)-2-oxo-bicyclo[5.3.0]decane

Conditions
ConditionsYield
Stage #1: (3S,6R,9aS)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In tetrahydrofuran; water at 20℃; for 3h; Further stages.;
100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(3S,6S,9aS)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid

(3S,6S,9aS)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid

(3S,7S,10S)-2-oxo-3-N-(9-fluorenylmethyloxycarbonyl)amino-1-azabicyclo[5.3.0]decane-10-carboxylic acid
220719-79-9

(3S,7S,10S)-2-oxo-3-N-(9-fluorenylmethyloxycarbonyl)amino-1-azabicyclo[5.3.0]decane-10-carboxylic acid

Conditions
ConditionsYield
Stage #1: (3S,6S,9aS)-6-Amino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In tetrahydrofuran; water at 20℃; for 3h; Further stages.;
100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(2S,3S)-2-amino-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)butanoic acid

(2S,3S)-2-amino-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)butanoic acid

(2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)butanoic acid

(2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)butanoic acid

Conditions
ConditionsYield
With triethylamine In methanol100%
(S)-2-amino-2-cyclopentylacetic acid
2521-84-8

(S)-2-amino-2-cyclopentylacetic acid

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclopentylacetic acid

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclopentylacetic acid

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water100%
glycinamide hydrochloride
1668-10-6

glycinamide hydrochloride

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Fmoc-Gly-NH2
115057-37-9

Fmoc-Gly-NH2

Conditions
ConditionsYield
With sodium carbonate In acetone at 20℃; for 1h;100%
With sodium hydrogencarbonate In acetone at 20℃; for 2h; pH=7;80%
With sodium carbonate In water; acetone at 0 - 20℃; for 1.5h;72%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

N-α-tert-butyloxycarbonyl-(2S,4R)-2-tert-butyloxycarbonylmethyl-4-(adenin-9'-yl)-pyrrolidine
714230-15-6

N-α-tert-butyloxycarbonyl-(2S,4R)-2-tert-butyloxycarbonylmethyl-4-(adenin-9'-yl)-pyrrolidine

N-α-9-fluorenylmethoxycarbonyl-(2S,4R)-2-hydroxycarbonylmethoxymethyl-4-(adenin-9'-yl)-pyrrolidine
714230-17-8

N-α-9-fluorenylmethoxycarbonyl-(2S,4R)-2-hydroxycarbonylmethoxymethyl-4-(adenin-9'-yl)-pyrrolidine

Conditions
ConditionsYield
Stage #1: N-α-tert-butyloxycarbonyl-(2S,4R)-2-tert-butyloxycarbonylmethyl-4-(adenin-9'-yl)-pyrrolidine With hydrogen bromide; acetic acid at 20℃; for 1h;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium hydrogencarbonate In acetonitrile at 20℃;
100%
3-amino-3-deoxy-1,2-O-isopropylidene-α-L-ribofuranose

3-amino-3-deoxy-1,2-O-isopropylidene-α-L-ribofuranose

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

3-deoxy-3-(9-fluorenylmethoxycarbonyl)amino-1,2-O-isopropylidene-α-L-ribofuranose
928306-69-8

3-deoxy-3-(9-fluorenylmethoxycarbonyl)amino-1,2-O-isopropylidene-α-L-ribofuranose

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone at 20℃; for 1h;100%
(2S,4S)-4-diphenylphosphinothioyl-proline hydrochloride

(2S,4S)-4-diphenylphosphinothioyl-proline hydrochloride

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(2S,4S)-N-fluorenylmethoxycarbonyl-2-carboxy-4-diphenylphosphinothioyl-pyrrolidine
178158-98-0

(2S,4S)-N-fluorenylmethoxycarbonyl-2-carboxy-4-diphenylphosphinothioyl-pyrrolidine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone100%
4-Aminobutanol
13325-10-5

4-Aminobutanol

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(9H-fluoren-9-yl)methyl (4-hydroxybutyl)carbamate
209115-32-2

(9H-fluoren-9-yl)methyl (4-hydroxybutyl)carbamate

Conditions
ConditionsYield
With pyridine In methanol at 23℃; for 23h;100%
In tetrahydrofuran; water at 20℃; Cooling with ice;1.21 g
6-amino-1-hexanol
4048-33-3

6-amino-1-hexanol

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(9H-fluoren-9-yl)methyl (6-hydroxyhexyl)carbamate
127903-20-2

(9H-fluoren-9-yl)methyl (6-hydroxyhexyl)carbamate

Conditions
ConditionsYield
With pyridine In methanol at 23℃; for 16h;100%
With pyridine In methanol at 23℃;
With sodium carbonate In 1,4-dioxane; water at 20℃; for 0.5h;11 g
1-amino-2-butyl-cycloprop-2-ene carboxylic acid trifluoroacetic acid salt

1-amino-2-butyl-cycloprop-2-ene carboxylic acid trifluoroacetic acid salt

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

2-butyl-1-(9H-fluoren-9-ylmethoxycarbonylamino)-cycloprop-2-ene carboxylic acid

2-butyl-1-(9H-fluoren-9-ylmethoxycarbonylamino)-cycloprop-2-ene carboxylic acid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In water; acetonitrile at 20℃; for 4h;100%
2-((S)-1-{(S)-2-[(2S,3S)-2-((2S,3S)-2-{[(S)-1-((S)-2-Amino-3-phenyl-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carboxylic acid ethyl ester; hydrochloride

2-((S)-1-{(S)-2-[(2S,3S)-2-((2S,3S)-2-{[(S)-1-((S)-2-Amino-3-phenyl-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carboxylic acid ethyl ester; hydrochloride

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

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

2-[1-(2-{2-[2-({1-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-methyl-pentanoylamino]-3-hydroxy-butyrylamino}-3-phenyl-propionyl)-pyrrolidin-2-yl]-thiazole-4-carboxylic acid ethyl ester

2-[1-(2-{2-[2-({1-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-methyl-pentanoylamino]-3-hydroxy-butyrylamino}-3-phenyl-propionyl)-pyrrolidin-2-yl]-thiazole-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane pH=9;100%
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

ethanolamine
141-43-5

ethanolamine

N-(9-fluorenylmethoxycarbonyl)-2-aminoethanol
105496-31-9

N-(9-fluorenylmethoxycarbonyl)-2-aminoethanol

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone at 20℃; for 4h;100%
In 1,4-dioxane; water at 20℃; for 16h;97%
With triethylamine In tetrahydrofuran at 20℃;93%

N-(9-Fluorenylmethoxycarbonyloxy)succinimide Specification

The 9-Fluorenylmethyl succinimidyl carbonate, with the CAS registry number 82911-69-1, is also known as 2,5-Pyrrolidinedione, 1-(((9H-fluoren-9-ylmethoxy)carbonyl)oxy)-. It belongs to the product categories of Amino Acid Derivatives; Medical Intermediates; Benzocycles; Fluorenes, Flurenones; Pyrrolidines; N-Protecting Reagents; Biochemistry; Condensation & Active Esterification; Fluorenes; Fluorenes & Fluorenones; N-Substituted Maleimides, Succinimides & Phthalimides; N-Substituted Succinimides; Peptide Synthesis; Protective Reagents (Peptide Synthesis); Synthetic Organic Chemistry; Fmoc-Amino Acid Series. Its EINECS registry number is 433-520-5. This chemical's molecular formula is and molecular weight is . Its IUPAC name is called (2,5-dioxopyrrolidin-1-yl) 9H-fluoren-9-ylmethyl carbonate.

Physical properties of 9-Fluorenylmethyl succinimidyl carbonate: (1)ACD/LogP: 2.32; (2)ACD/LogD (pH 5.5): 2.32; (3)ACD/LogD (pH 7.4): 2.32; (4)ACD/BCF (pH 5.5): 33.91; (5)ACD/BCF (pH 7.4): 33.91; (6)ACD/KOC (pH 5.5): 433.51; (7)ACD/KOC (pH 7.4): 433.51; (8)#H bond acceptors: 6; (9)#Freely Rotating Bonds: 5; (10)Index of Refraction: 1.661; (11)Molar Refractivity: 87.47 cm3; (12)Molar Volume: 236.4 cm3; (13)Surface Tension: 66.7 dyne/cm; (14)Density: 1.42 g/cm3; (15)Flash Point: 252.7 °C; (16)Enthalpy of Vaporization: 76.16 kJ/mol; (17)Boiling Point: 494.3 °C at 760 mmHg; (18)Vapour Pressure: 6.55E-10 mmHg at 25°C.

Preparation: this chemical can be prepared by N-hydroxy-succinimide and 9H-fluoren-9-ylmethyl chloroformate. This reaction is a kind of Acylation. It will need reagent Na2CO3 and solvent H2O, acetone. The reaction time is 30 min.

Uses of 9-Fluorenylmethyl succinimidyl carbonate: it can be used to produce N-(9-fluorenylmethyloxycarbonyl)-L-serine methyl ester. This reaction will need reagent aq. sodium hydrogen carbonate and solvent dioxane with reaction time of 10 min. The yield is about 80%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
(2)InChI: InChI=1S/C19H15NO5/c21-17-9-10-18(22)20(17)25-19(23)24-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16H,9-11H2
(3)InChIKey: WMSUFWLPZLCIHP-UHFFFAOYSA-N

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