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Cas Database |
| Name |
N-(tert-Butoxycarbonyl)-L-phenylalanine |
EINECS | 237-305-5 |
| CAS No. | 13734-34-4 | Density | 1.16 g/cm3 |
| PSA | 75.63000 | LogP | 2.59790 |
| Solubility | N/A | 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 | N/A | 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; |
Article Data | 222 |
N-(tert-Butoxycarbonyl)-L-phenylalanine Synthetic route
- 63-91-2
L-phenylalanine
- 24424-99-5
di-tert-butyl dicarbonate
- 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine
| 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 | 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 | 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 | 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 |
- 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine
| 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 | 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; |
| 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 | 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 | Yield |
|---|---|
| With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature; | 96% |
- 89985-91-1
tert-butyl pyridin-2-yl carbonate
A
- 142-08-5
2-hydroxypyridin
B
- 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine
| Conditions | Yield |
|---|---|
| With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature; | A n/a B 96% |
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: 
Xn,
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
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