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29022-11-5

Basic Information
CAS No.: 29022-11-5
Name: Fmoc-Glycine
Molecular Structure:
Molecular Structure of 29022-11-5 (Fmoc-Glycine)
Formula: C17H15NO4
Molecular Weight: 297.31
Synonyms: N-(9-Fluorenylmethoxycarbonyl)glycine;Fmoc-Gly;Npc 14692;Fmoc-L-Glycine;N-α-Fmoc-glycine;N-((9H-Fluoren-9-ylmethoxy)carbonyl)glycine;Fmoc-Gly-OH;2-(9H-fluoren-9-ylmethoxycarbonylamino)acetate;Glycine, N-((9H-fluoren-9-ylmethoxy)carbonyl)-;
EINECS: 249-373-3
Density: 1.316 g/cm3
Melting Point: 174-178 °C
Boiling Point: 545.7 °C at 760 mmHg
Flash Point: 283.8 °C
Solubility:
Appearance: white to light yellow crystal powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-36-26
Transport Information:
PSA: 75.63000
LogP: 3.00060
Synthetic route

4-((tert-butyldimethylsilyl)oxy)benzyl (((9H-fluoren-9-yl)methoxy)carbonyl)glycinate

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 0.0833333h; Reagent/catalyst;97%
56-40-6

glycine

polymer-bound Fmoc-O-succinimide

polymer-bound Fmoc-O-succinimide

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 24h;96%
909114-66-5

9-fluorenylmethyl 4,6-dimethoxy-1,3,5-triazinyl carbonate

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium carbonate In acetonitrile at 20℃; for 0.333333h;96%
82911-69-1

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

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium hydrogencarbonate In acetone Ambient temperature;95%
Stage #1: glycine 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;
86%
With pyridine In methanol
With sodium carbonate In 1,4-dioxane; water at 20℃; for 18h;
56-40-6

glycine

4-(9-fluorenylmethoxycarbonyloxy) phenyl dimethylsulfonium methylsulfate

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With triethylamine In water Ambient temperature;94%
1131148-55-4

1-[(9-fluorenylmethyloxycarbonyl)]benzotriazole

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With triethylamine In water; acetonitrile at 20℃; for 2h;94%
1370440-40-6

N-(((9H-fluoren-9-yl)methoxy)carbonyloxy)-2-morpholino-2-oxoacetimidoyl cyanide

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone93.5%
1370440-28-0

N-(((9H-fluoren-9-yl)methoxy)carbonyloxy)-2-amino-2-oxoacetimidoyl cyanide

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium carbonate In water; acetone at 20℃; for 4h; pH=9 - 10;93%
With sodium hydrogencarbonate In water; acetone90.8%
1235983-29-5

(9H-fluoren-9-yl)methyl 2-oxopyridin-1(2H)-yl carbonate

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone92.8%
1235983-26-2

diethyl 2-{[(9H-fluoren-9-yl)methoxy]carbonyloxyimino}-2-cyanoacetate

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone92.1%
1370440-36-0

N-(((9H-fluoren-9-yl)methoxy)carbonyloxy)-2-oxo-2-(piperidin-1-yl)acetimidoyl cyanide

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone92.1%
1370440-32-6

N-(((9H-fluoren-9-yl)methoxy)carbonyloxy)-2-(ethylamino)-2-oxoacetimidoyl cyanide

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone91.8%
1235983-28-4

N-{[(9H-fluoren-9-yl)methoxy]carbonyloxy}picolinimidoyl cyanide

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone91.6%
329308-95-4

Fmoc-Gly-N3

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran; water cooling;90%
100803-86-9

3-(9-Fluorenylmethoxycarbonyl)-benzothiazoline-2-thione

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane for 12h; Ambient temperature;88%
56-40-6

glycine

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

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 2h;88%
28920-43-6

(fluorenylmethoxy)carbonyl chloride

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
In ethanol; water at 60℃; for 4h; chemoselective reaction;85%
Stage #1: (fluorenylmethoxy)carbonyl chloride; glycine With sodium carbonate In 1,4-dioxane; water at 0 - 20℃; for 4h;
Stage #2: With hydrogenchloride In water pH=2;
85%
With sodium carbonate; N-ethyl-N,N-diisopropylamine In water; N,N-dimethyl-formamide 1.) 0 deg C, 30 min; 2.) up to RT, 1 h;62%
88744-04-1

(9-fluorenyl)methyl pentafluorophenyl carbonate

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone Ambient temperature;84%
121616-32-8

methyl (((9H-fluoren-9-yl)methoxy)carbonyl)glycinate

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With water; sodium hydroxide In isopropyl alcohol at 20℃; for 1h; chemoselective reaction;84%
1235983-25-1

diethyl 2-{[(9H-fluoren-9-yl)methoxy]carbonyloxyimino}malonate

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone82.9%
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

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With tertiary amine In 1,4-dioxane; water for 3h;81%
618068-91-0

N-Fmoc-glycine 2-(2-acetylphenyl)-1-methylethyl ester

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
In acetonitrile for 4h; Photolysis;56%
1235983-27-3

{[(9H-fluoren-9-yl)methoxy]carbonyloxy}carbonimidoyl dicyanide

56-40-6

glycine

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone48.5%

C20H23NO4Si

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With methanol In dichloromethane for 0.5h; Ambient temperature; Yield given;
PEGA1900-resin-NH-(CO(CH2)7)-OCOCH2NHFmoc

PEGA1900-resin-NH-(CO(CH2)7)-OCOCH2NHFmoc

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With chymotrypsin In phosphate buffer for 16h; pH=8;
PEGA1900-resin-NH-(p-COCH2OC6H4CH2)-OCOCH2NHFmoc

PEGA1900-resin-NH-(p-COCH2OC6H4CH2)-OCOCH2NHFmoc

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Conditions
ConditionsYield
With chymotrypsin In phosphate buffer for 16h; pH=8;

Fmoc-Gly-MFE

A

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

B

70672-05-8

3-O-methylfluorescein

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid; DL-dithiothreitol; cathepsin B In phosphate buffer at 37℃; pH=6.7; Enzyme kinetics;
28920-43-6

(fluorenylmethoxy)carbonyl chloride

A

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

B

N-(9-fluorenylmethoxycarbonyl)-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-L-serine pentafluorophenyl ester

N-(9-fluorenylmethoxycarbonyl)-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-L-serine pentafluorophenyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / Et3N / CH2Cl2 / 1 h / 20 °C
2: 96 percent / aq. Na2CO3 / acetonitrile / 0.33 h / 20 °C
View Scheme
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

156939-65-0

(9H-fluoren-9-yl)methyl (2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

Conditions
ConditionsYield
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 4h; Inert atmosphere;100%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;98%
Stage #1: N-(fluoren-9-ylmethoxycarbonyl)glycine With trichloroacetonitrile; triphenylphosphine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
Stage #2: N,O-dimethylhydroxylamine*hydrochloride With triethylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
89%
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

97-51-8

5-Nitrosalicylaldehyde

Val-Ala-Gly-Phe-Wang resin

Val-Ala-Gly-Phe-Wang resin

A

(S)-2-(2-{(S)-2-[(S)-2-(2-Hydroxy-5-nitro-benzylamino)-3-methyl-butyrylamino]-propionylamino}-acetylamino)-3-phenyl-propionic acid

B

(S)-2-[2-((S)-2-{(S)-2-[(2-Amino-acetyl)-(2-hydroxy-5-nitro-benzyl)-amino]-3-methyl-butyrylamino}-propionylamino)-acetylamino]-3-phenyl-propionic acid

Conditions
ConditionsYield
Multistep reaction;A n/a
B 100%
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Fmoc-Lys(Dde)-Rink-PS-resin

Fmoc-Lys(Dde)-Rink-PS-resin

{1-carbamoyl-5-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-acetylamino]-pentyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Conditions
ConditionsYield
Stage #1: Fmoc-Lys(Dde)-Rink-PS-resin With 1H-imidazole; 1-methyl-pyrrolidin-2-one; hydroxylamine hydrochloride In dichloromethane for 3h;
Stage #2: N-(fluoren-9-ylmethoxycarbonyl)glycine With benzotriazol-1-ol; dacarbazine In N,N-dimethyl-formamide
Stage #3: With chlorotriisopropylsilane; trifluoroacetic acid In dichloromethane
100%
Pro-Val-Leu-Cys(Trt)-Ala-Wang resin

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

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

Gly-Pro-Val-Leu-Cys(Trt)-Ala-Wang resin

Gly-Pro-Val-Leu-Cys(Trt)-Ala-Wang resin

Conditions
ConditionsYield
Stage #1: Pro-Val-Leu-Cys(Trt)-Ala-Wang resin; N-(fluoren-9-ylmethoxycarbonyl)glycine 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%
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

115057-37-9

Fmoc-Gly-NH2

Conditions
ConditionsYield
With N-hydroxybenzotriazole ammonium salt; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃;100%
Stage #1: N-(fluoren-9-ylmethoxycarbonyl)glycine With Rink amide resin after treatment with piperidine in DMF; benzotriazol-1-ol; dacarbazine In N,N-dimethyl-formamide at 120℃; for 0.0833333h; microwave irradiation;
Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
93%
Stage #1: N-(fluoren-9-ylmethoxycarbonyl)glycine With 1,3,5-trichloro-2,4,6-triazine; potassium carbonate In tetrahydrofuran for 0.0166667h; Milling;
Stage #2: With ammonium thiocyanate In tetrahydrofuran for 0.0833333h; Milling;
86%
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

monomethoxy-polyethylene glycol

monomethoxy-polyethylene glycol

N-(9-fluorenylmethoxycarbonyl)glycine terminated monomethoxy-polyethylene glycol

N-(9-fluorenylmethoxycarbonyl)glycine terminated monomethoxy-polyethylene glycol

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h;100%
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

1075176-20-3

C33H30N2O3

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran100%
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

35661-40-6

N-Fmoc L-Phe

71989-14-5

Fmoc-(tBu)Asp-OH

119831-72-0

Fmoc-Arg(Pbf)-OH

146982-27-6

(S)-6-allyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoic acid

H-Asp(OtBu)-Phe-Lys(Aloc)-Arg(Pmc)-Gly-OH

Conditions
ConditionsYield
Stage #1: N-(fluoren-9-ylmethoxycarbonyl)glycine With N-ethyl-N,N-diisopropylamine In methanol; dichloromethane for 0.25h; solid phase reaction;
Stage #2: With piperidine In N,N-dimethyl-formamide for 0.166667h; Automated synthesizer; solid phase reaction;
Stage #3: N-Fmoc L-Phe; Fmoc-(tBu)Asp-OH; Fmoc-Arg(Pbf)-OH; (S)-6-allyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoic acid Further stages;
100%
1258442-42-0

C96H146N8O8S

29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

C112H157N9O11S

Conditions
ConditionsYield
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%
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  • Fmoc-Gly-OH, Fmoc-glycine, N-[(9H-Fluoren-9-ylmethoxy)carbonyl]glycine, MFCD00037140

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    29022-11-5

    Fmoc-Gly-OH, Fmoc-glycine, N-[(9H-Fluoren-9-ylmethoxy)carbonyl]glycine, MFCD00037140

    Min.Order: 1 Gram

    FOB Price:  USD $ 16.0-32.0/Gram

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    29022-11-5

    High purity Various Specifications FMOC-GLY-OH CAS:29022-11-5

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    29022-11-5

    Fmoc--L-Gly-OH

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    29022-11-5

    N-[(9H-Fluoren-9-ylMethoxy)carbonyl]glycine

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    high quality Appearance:white powder Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai

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  • Fmoc-Gly-OH

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    29022-11-5

    Fmoc-Gly-OH

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    N1',N2'-bis[(E)-[(4-aminophenyl)-phenylmethylidene]amino]ethanediimidamide

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  • Fmoc-Glycine

  • Casno:

    29022-11-5

    Fmoc-Glycine

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  • Nα-9-Fluorenylmethoxycarbonylglycine

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    29022-11-5

    Nα-9-Fluorenylmethoxycarbonylglycine

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Specification

The FMOC-Glycine, with the CAS registry number 29022-11-5, is also known as N-((9H-Fluoren-9-ylmethoxy)carbonyl)glycine. It belongs to the product categories of Protected Amino Acids; Fluorenes, Flurenones; Aminoacids Derivatives; Amino Acid Derivatives; Amino Acids; Glycine [Gly, G]; Fmoc-Amino Acids and Derivatives; Amino Acids (N-Protected); Biochemistry; Fmoc-Amino Acids; Fmoc-Amino Acid Series. Its EINECS registry number is 249-373-3. This chemical's molecular formula is C17H15NO4 and molecular weight is 297.3053. Its IUPAC name is called 2-(9H-fluoren-9-ylmethoxycarbonylamino)acetic acid. This chemical is white to light yellow crystal powder. The product should be sealed at temperature of 2-8 °C.

Physical properties of FMOC-Glycine: (1)ACD/LogP: 3.20; (2)ACD/LogD (pH 5.5): 1.43; (3)ACD/LogD (pH 7.4): -0.21; (4)ACD/BCF (pH 5.5): 2.72; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 22.49; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.619; (12)Molar Refractivity: 79.32 cm3; (13)Molar Volume: 225.8 cm3; (14)Surface Tension: 58.6 dyne/cm; (15)Density: 1.316 g/cm3; (16)Flash Point: 283.8 °C; (17)Enthalpy of Vaporization: 86.78 kJ/mol; (18)Boiling Point: 545.7 °C at 760 mmHg; (19)Vapour Pressure: 9.69E-13 mmHg at 25°C.

Preparation: this chemical can be prepared by glycine and 9H-fluoren-9-ylmethyl chloroformate. This reaction will need reagent aq. Na2CO3.

Uses of FMOC-Glycine: it can be used to produce Fmoc-Gly-ONp at temperature of 0 °C. This reaction will need reagent DCC and solvent ethyl acetate. The yield is about 77%.

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.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCC(=O)O
(2)InChI: InChI=1S/C17H15NO4/c19-16(20)9-18-17(21)22-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15H,9-10H2,(H,18,21)(H,19,20)
(3)InChIKey: NDKDFTQNXLHCGO-UHFFFAOYSA-N