N-(tert-Butoxycarbonyl)-L-phenylalanine supplier

Name
N-(tert-Butoxycarbonyl)-L-phenylalanine
EINECS 237-305-5
CAS No. 13734-34-4
Article Data222
CAS DataBase
Density 1.16 g/cm³
Solubility
Melting Point 85-87 °C(lit.)
Formula C₁₄H₁₉NO₄
Boiling Point 426.6 °C at 760 mmHg
Molecular Weight 265.309
Flash Point 211.8 °C
Transport Information
Appearance white fine crystalline powder
Safety 39-26-36
Risk Codes 36-22-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms Alanine,N-carboxy-3-phenyl-, N-tert-butyl ester, L- (8CI);(S)-2-(tert-Butoxycarbonylamino)-3-phenylpropanoic acid;(S)-N-(tert-Butoxycarbonyl)phenylalanine;BOC-L-Phenylalanine;N-(tert-Butoxycarbonyl)-(S)-phenylalanine;N-(tert-Butyloxycarbonyl)phenylalanine;N-BOC-L-phenylalanine;N-[(1,1-Dimethylethoxy)carbonyl]-L-phenylalanine;NSC111172;Boc-Phe-OH;BOC-L-Phe-OH;
PSA 75.63000
LogP 2.59790

Synthetic route

: 63-91-2
L-phenylalanine

: 24424-99-5
di-tert-butyl dicarbonate

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane at 0 - 20℃; for 3.5h;	100%
Stage #1: L-phenylalanine With sodium hydroxide In 1,4-dioxane; water at 0℃; for 0.25h; Stage #2: di-tert-butyl dicarbonate In 1,4-dioxane; water at 0 - 20℃;	100%
With sodium hydrogencarbonate; sodium hydroxide In 1,4-dioxane; water at 20℃; for 23h; Cooling with ice; Inert atmosphere;	100%

: 63-91-2
L-phenylalanine

: 104272-92-6
2-t-butoxycarbonyloxy-3,6-diisopropylpyrazine

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In water; acetonitrile for 24h; Ambient temperature;	100%

: 160788-63-6
2-tert-butoxycarbonylamino-3-phenylpropionic acid allyl ester

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With pyrrolidine; resin-plug bound Pd In tetrahydrofuran for 24h; Heating;	100%
With formic acid; triethylamine In acetonitrile at 80℃; for 4h; Inert atmosphere;	82%

: 51987-73-6
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
Stage #1: (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester With dimethylsulfoxonium methylide In tetrahydrofuran at 20℃; for 0.333333h; Inert atmosphere; Stage #2: With potassium hydrogensulfate; water In ethyl acetate pH=3; Inert atmosphere;	99%
Stage #1: (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h; Stage #2: With sodium hydroxide; water In tetrahydrofuran	98%
With sodium hydroxide In methanol

: C20H31NO4S2

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 2-hydroxyethanethiol at 20 - 25℃; for 0.166667h; Reagent/catalyst; Time;	99%

: 66605-57-0
(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; trichloroisocyanuric acid; sodium hydrogencarbonate; sodium bromide In water; acetone at 20℃; for 6h;	98%
With dipyridinium dichromate In N,N-dimethyl-formamide for 24h;	81%
Stage #1: (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol With Dess-Martin periodane In dichloromethane at 20℃; for 1.5h; Stage #2: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene In tetrahydrofuran; water; tert-butyl alcohol for 1.5h;

: (S)-(1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate

A: 1033736-87-6
C16H10O3S

B: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
In chloroform-d1 for 0.233333h; Solvent; Photolysis; Inert atmosphere;	A n/a B 98%

: 185509-03-9
{(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

A: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

B: 18942-49-9
Boc-D-Phe-OH

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydroxide In water; tert-butyl alcohol for 2.5h; Heating; Yields of byproduct given. Title compound not separated from byproducts;	A n/a B 97%

: 63-91-2
L-phenylalanine

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;	96%

: 89985-91-1
tert-butyl pyridin-2-yl carbonate

: L-phenylalanine, dicyclohexylammonium salt

A: 142-08-5
2-hydroxypyridin

B: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;	A n/a B 96%

...Expand

: 63-91-2
L-phenylalanine

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water for 3h;	95%
With triethylamine In 1,4-dioxane; water for 4h; Ambient temperature;
In acetonitrile at 25℃; for 12h;

: 63-91-2
L-phenylalanine

: 130384-98-4
tert-butyl 1H-benzo[d][1,2,3]triazole-1-carboxylate

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane for 24h; Ambient temperature;	95%

: 63-91-2
L-phenylalanine

: tert-butyl (2,4-dioxo-3-azaspiro[5,5]undecan-3-yl) carbonate

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With sodium carbonate In water; acetone at 25℃; for 9h; Temperature;	95%

: 63-91-2
L-phenylalanine

: 75844-68-7
tert-butyl 2-oxo-1,3-oxazole-3(2H)-carboxylate

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With dmap In water; acetone Ambient temperature;	93%
With dmap In 1,4-dioxane; water for 15h; Ambient temperature;	93%

: 63-91-2
L-phenylalanine

: 64205-15-8
(N-hydroxy-5-norbornene-2,3-diformylimino)tert-butyl ester

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With tertiary amine In 1,4-dioxane; water for 3h;	91%

: 34619-03-9
tert-butyldicarbonate

: 63-91-2
L-phenylalanine

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With sodium hydroxide In water; tert-butyl alcohol for 13h; Inert atmosphere;	91%

: 66617-58-1
N-(tert-butoxycarbonyl)-L-phenylalanine benzyl ester

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With formic acid; potassium hydroxide In ethanol at 70℃; for 1h;	91%

: 24424-99-5
di-tert-butyl dicarbonate

: 17585-69-2, 27172-85-6, 28069-46-7, 74496-49-4, 79541-99-4
L-phenylalanine hydrochloride

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol for 3h; sonication;	90%

: 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2-(2,5-dimethyl-phenyl)-2-oxo-ethyl ester

A: 24623-20-9
2,3-dihydro-6-methyl-1H-inden-1-one

B: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
In benzene Disproportionation; UV-irradiation;	A n/a B 90%

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: L-phenylalanine, dicyclohexylammonium salt

A: 2637-34-5
2-Mercaptopyridine

B: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 16h; Ambient temperature;	A n/a B 89%

...Expand

: 116400-16-9
N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine 1,1-dimethylethyl ester

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With water; iodine In acetonitrile for 5h; Heating;	89%
With KSF clay In acetonitrile for 4.5h; Heating;	87%
With cerium(III) chloride; sodium iodide In acetonitrile for 6h; Heating;	78%
With trifluoroacetic acid

: N-Boc-L-phenylalanine (1-nosyl-5-nitroindol-3-yl)methyl ester

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
Stage #1: N-Boc-L-phenylalanine (1-nosyl-5-nitroindol-3-yl)methyl ester With 2-(N,N-dimethylamino)ethylthiol hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 0.25h; Inert atmosphere; Stage #2: With hydrogenchloride In diethyl ether; water; acetonitrile Inert atmosphere;	88%

: 63-91-2
L-phenylalanine

: dimethylsulfonium methylsulfate

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In water Ambient temperature;	84%

: 63-91-2
L-phenylalanine

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

A: 825-52-5
2-(hydroxyimino)-2-phenylacetonitrile

B: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water for 3h;	A n/a B 83%

...Expand

: 63-91-2
L-phenylalanine

: 98015-52-2
1,2,2,2-Tetrachloroethyl tert-Butyl Carbonate

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water at 20℃; for 6h;	79%
With triethylamine In 1,4-dioxane; water at 20℃; for 5h;	79%

: (S)-2-tert-Butoxycarbonylamino-3-phenyl-propionic acid 2-trimethylsilanyl-ethoxymethyl ester

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With magnesium bromide In dichloromethane for 2.5h; Ambient temperature; addition at -20 deg C, 0.5 h;	78%

: 63-91-2
L-phenylalanine

: 50739-44-1
1-(t-butoxycarbonyl)-1,2,4-triazolo<4,3-a>pyridinium-3-olate

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With pyridine; sodium hydroxide In 1,4-dioxane for 4h; Ambient temperature;	77%

: 1174669-41-0
Boc-Phe-O-(F)TMSE

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With (F)TBAF In tetrahydrofuran; N,N-dimethyl-formamide at 40℃; for 1h; Inert atmosphere; Microwave irradiation;	72%

: 17790-88-4
Boc-Phe-NHNHPh

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With oxygen for 6h; tyrosinase, phosphate buffer pH 7;	65%
With phosphate buffer; oxygen; tyrosinase In water; acetonitrile at 20℃; for 6h; pH=7.0;	65%

: 63-91-2
L-phenylalanine

: 250296-58-3
N-tert-Butoxycarbonyl-N-trifluoromethylsulfonyl-4-trifluoromethylanilide

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With water; triethylamine In 1,4-dioxane at 20℃; for 24h; Acylation;	59%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 13122-89-9
(S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In various solvent(s) at 65℃; for 3h;	100%
With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine In dichloromethane	98%
With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In Dichlorodifluoromethane; water at 20℃; for 3h;	96%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 74-88-4
methyl iodide

: 37553-65-4
Boc-N-Me-Phe-OH

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide	100%
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydride In tetrahydrofuran at 0 - 20℃; for 18.5h;	100%
With sodium hydride In tetrahydrofuran at 20℃; for 18h;	100%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

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

: 87694-53-9
Boc-Phe-OH N,O-dimethyl hydroxamate

Conditions

Conditions	Yield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine In acetonitrile Acylation;	100%
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With 4-methyl-morpholine In dichloromethane at 0 - 25℃; for 14h; Inert atmosphere;	100%
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With 4-methyl-morpholine; isobutyl chloroformate In dichloromethane at 0℃; for 0.333333h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With triethylamine In dichloromethane for 1.25h;	100%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 69320-89-4
L-isoleucine tert-butyl ester hydrochloride

: Boc-Phe-Ile-OtBu

Conditions

Conditions	Yield
With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In N,N-dimethyl-formamide for 2h;	100%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 7480-35-5, 13286-59-4, 74165-73-4, 126456-43-7, 136030-00-7, 140632-19-5, 140632-20-8
(1S,2R)-1-amino-2-indanol

: 140468-58-2
(S)-2-(tert-butoxycarbonylamino)-N-((1S,2R)-2-hydroxy-1-indanyl)-3-phenylpropanamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;	100%
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide for 18h; Ambient temperature;	5.50 g
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In N,N-dimethyl-formamide for 18h; Ambient temperature;

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 88463-18-7
(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropionamide

Conditions

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine 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%
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -20℃; Inert atmosphere; Stage #2: With ammonium hydroxide In tetrahydrofuran at -20 - 20℃;	98%
With ammonium bicarbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In chloroform Ambient temperature;	91%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 66605-57-0
(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

Conditions

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -15℃; for 0.25h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; water at -15℃; for 1h;	100%
With sodium tetrahydroborate; 2-(6-nitro-1-oxy-benzotriazol-3-yl)-1,1,3,3-Me4-uronium*PF6; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 0.5h;	93%
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h; Stage #2: With sodium tetrahydroborate; water In tetrahydrofuran at 0℃; for 0.5h;	92%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 18162-48-6
tert-butyldimethylsilyl chloride

: 130529-77-0
C20H33NO4Si

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 0℃; for 30h;	100%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 107-14-2
chloroacetonitrile

: 127357-85-1
(S)-cyanomethyl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;	100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;	100%
With triethylamine for 2h; Ambient temperature;	89%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 107-11-9
1-amino-2-propene

: 120125-16-8
(S)-tert-butyl (1-(allylamino)-1-oxo-3-phenylpropan-2-yl)carbamate

Conditions

Conditions	Yield
With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -25 - 20℃; for 2h;	100%
With triethylamine; isobutyl chloroformate In dichloromethane at 20℃; for 15h;	84%
With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 5℃;
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 31139-36-3
dibenzyl dicarbonate

: 66617-58-1
N-(tert-butoxycarbonyl)-L-phenylalanine benzyl ester

Conditions

Conditions	Yield
With dmap In tetrahydrofuran for 0.333333h;	100%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 6038-19-3
3-aminodihydrothiophen-2(3H)-one hydrochloride

: 192310-93-3
[(S)-1-(2-Oxo-tetrahydro-thiophen-3-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane for 4h; Ambient temperature;	100%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 30189-48-1
(S)-tert-butyl (1-hydrazinyl-1-oxo-3-phenylpropan-2-yl)carbamate

Conditions

Conditions	Yield
With pyridine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; hydrazine at 20℃; for 16h; Reagent/catalyst; Inert atmosphere;	100%
With hydrazine hydrate In methanol for 18h;	68%
(i) ClCO2Et, Et3N, THF, (ii) N2H4*H2O; Multistep reaction;

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 100-39-0
benzyl bromide

: 66617-58-1
N-(tert-butoxycarbonyl)-L-phenylalanine benzyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 0 - 20℃; for 24h; Further stages;	100%
With potassium carbonate In acetone Heating / reflux;	99%
With potassium carbonate In acetonitrile for 24h; Reflux;	93%

: 2033-24-1
cycl-isopropylidene malonate

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 109579-08-0
(S)-[1-benzyl-2-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h;	100%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 12h; Inert atmosphere;	95%
Stage #1: cycl-isopropylidene malonate; N-tert-butoxycarbonyl-L-phenylalanine With dmap In dichloromethane for 0.166667h; Cooling with ice; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane for 10h; Cooling with ice;	77%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 3945-69-5
4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride

: 1025839-59-1
2-tert-butoxycarbonylamino-3-phenyl-propionic acid 4,6-dimethoxy-[1,3,5]triazin-2-yl ester

Conditions

Conditions	Yield
In 1,2-dimethoxyethane at 0℃; for 3h; Condensation;	100%

: 2759-28-6
1-phenylmethylpiperazine

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 154812-31-4
(S)-[1-benzyl-2-(4-benzyl-piperazin-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: 1-phenylmethylpiperazine In dichloromethane at 20℃;	100%
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 8h;	91%
With diethyl cyanophosphonate; triethylamine In dichloromethane Condensation;

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 205996-41-4
(3RS)-3-amino-1-cyclohexyl-carbonylmethyl-2,3-dihydro-5-ethyl-9-methyl-1H-1,4-benzodiazepin-2-one

: 205998-78-3
(3RS)-1-cyclohexylcarbonylmethyl-3-[N-tert-butoxycarbonyl-(S)-phenylalanyl]amino-5-ethyl-2,3-dihydro-9-methyl-1H-1,4-benzodiazepin-2-one

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Acylation;	100%

: 2033-24-1
cycl-isopropylidene malonate

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 112700-36-4, 112700-37-5
(2'S)-5-<(1-hydroxy-3-phenyl-2-t-butoxycarbonylamino)-propylidene>-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃;
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 25℃; for 14h; Inert atmosphere;
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;

: 67-56-1
methanol

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 51987-73-6
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

Conditions

Conditions	Yield
With thionyl chloride at 0 - 20℃; for 24h;	100%
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In water for 3h;	96%
With cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; acetonitrile	95%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 78388-61-1
cycloleucine methyl ester

: BocPhe-cLeuOMe

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In various solvent(s) at 65℃; for 3h;	100%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 714229-46-6
o-SSEt-phenol

: 714229-47-7
2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2-ethyldisulfanyl-phenyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; dichloromethane at 20℃; for 18h;	100%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 106-95-6
allyl bromide

: 160788-63-6
2-tert-butoxycarbonylamino-3-phenylpropionic acid allyl ester

Conditions

Conditions	Yield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 0 - 20℃; for 15h;	100%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 22℃; for 16h; Inert atmosphere;	99%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃;	98%
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 0 - 20℃; for 15h; Inert atmosphere;	92%
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 191593-14-3
4,6-O-di(tert-butyl)silanediyl-D-glucal

: 3-O-(N-tert-butoxycarbonyl-L-phenylalanyl)-4,6-O-di-tert-butylsilanediyl-D-glucal

Conditions

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

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 2450-71-7
Propargylamine

: 461638-99-3
(S)-tert-butyl (1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)carbamate

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane for 2h; Inert atmosphere; Reflux;	100%
With benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;	95%
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; Inert atmosphere;	93%

: 5-{4-[2-amino-2-(1H-benzoimidazol-2-yl)-ethyl]-phenyl}-2-tert-butyl-1,1-dioxo-1λ6-isothiazolidin-3-one; compound with trifluoro-acetic acid

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 918959-20-3
tert-butyl (1S)-2-[((1S)-1-(1H-benzimidazol-2-yl)-2-4-[(5S)-2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenylethyl)amino]-1-benzyl-2-oxoethylcarbamate

Conditions

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With N-ethyl-N,N-diisopropylamine; HATU In 1-methyl-pyrrolidin-2-one for 0.0833333h; Stage #2: 5-{4-[2-amino-2-(1H-benzoimidazol-2-yl)-ethyl]-phenyl}-2-tert-butyl-1,1-dioxo-1λ6-isothiazolidin-3-one; compound with trifluoro-acetic acid With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one; dimethyl sulfoxide at 20℃;	100%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 91-00-9
Benzhydrylamine

: 143553-18-8
N-α-t-butoxycarbonyl-L-phenylalanine-N-benzhydrylamide

Conditions

Conditions	Yield
With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 16h;	100%

N-(tert-Butoxycarbonyl)-L-phenylalanine Chemical Properties

IUPAC Name: (2S)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoic acid
Molecular Formula: C₁₄H₁₉NO₄
Molecular Weight: 265.31
EINECS: 237-305-5
Density: 1.16g/cm³
Melting Point: 86 - 88 °C
Boiling Point: 426.6°C at 760mmHg
Flash Point: 211.8°C
Appearance:white to off-white crystalline powder
Freely Rotating Bonds: 6
Polar Surface Area: 55.84 Å²
Index of Refraction: 1.528
Molar Refractivity: 70.45 cm³
Molar Volume: 228.6 cm³
Polarizability: 27.93× 10^-24 cm³
Surface Tension: 44.2 dyne/cm
Enthalpy of Vaporization: 71.84 kJ/mol
Vapour Pressure: 4.88E-08 mmHg at 25°C
Storage temperature: -20°C
The Cas Register Number of Boc-Phe-OH is 13734-34-4.The chemical synonyms of Boc-Phe-OH (CAS NO.13734-34-4) are N-tert-butyloxycarbonyl-dl-phenylalanine ; N-(tert-butoxycarbonyl)-L-phenylalanine ; N-t-Boc-L-phenylalanine ; N-t-Butoxycarbonyl-L-phenylalanine ; N-[(1,1-Dimethylethoxy)carbonyl]-L-phenylalanine ; N-Boc-L-phenylalanine ; N-Alpha-tert-butyloxycarbonyl-L-phenylalanine ; N-Alpha-t-butoxycarbonyl-L-phenylalanine .Product categories of Boc-Phe-OH (CAS NO.13734-34-4) are Protected Amino Acids ; Aminoacids derivatives ; Amino Acids ; Phenylalanine [Phe, F] ; Boc-Amino Acids and Derivative ; Amino Acids (N-Protected) ; Biochemistry ; Boc-Amino Acids ; Boc-Amino acid series .The molecular structure of Boc-Phe-OH (CAS NO.13734-34-4) is.

N-(tert-Butoxycarbonyl)-L-phenylalanine Uses

Boc-Phe-OH (CAS NO.13734-34-4) is used as fine chemical and pharmaceutical intermediate.

N-(tert-Butoxycarbonyl)-L-phenylalanine Production

Its raw materials are 1,4-Dioxane and L-Phenylalanine .Its industrial production process in two ways: enzymatic and direct fermentation method.

N-(tert-Butoxycarbonyl)-L-phenylalanine Safety Profile

Hazard Codes: Harmful Xn, Irritant Xi
Risk Statements: 36-22-36/37/38-20/21/22
R36: Irritating to eyes.
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 39-26-36
S39: Wear eye / face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 3

Product Name

N-(tert-Butoxycarbonyl)-L-phenylalanine

Synthetic route

N-(tert-Butoxycarbonyl)-L-phenylalanine Chemical Properties

N-(tert-Butoxycarbonyl)-L-phenylalanine Uses

N-(tert-Butoxycarbonyl)-L-phenylalanine Production

N-(tert-Butoxycarbonyl)-L-phenylalanine Safety Profile

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