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CAS No.: | 71989-33-8 |
---|---|
Name: | Fmoc-O-tert-Butyl-L-serine |
Article Data: | 16 |
Molecular Structure: | |
Formula: | C22H25NO5 |
Molecular Weight: | 383.444 |
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; |
EINECS: | 276-260-6 |
Density: | 1.216 g/cm3 |
Melting Point: | 127-131 °C |
Boiling Point: | 578.6 °C at 760 mmHg |
Flash Point: | 303.7 °C |
Appearance: | white to light yellow crystal powder |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 24/25-36/37/39-27-26 |
PSA: | 84.86000 |
LogP: | 4.18430 |
Fmoc-Ser(tBu)-OH
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% |
Fmoc-Ser(tBu)-OH
Conditions | Yield |
---|---|
With aluminum (III) chloride In ethyl acetate Reflux; | 84.8% |
(S)-3-tert-Butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid tert-butyl ester
A
Fmoc-Ser(tBu)-OH
B
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine
Conditions | Yield |
---|---|
With silica gel In toluene for 1.25h; Heating; | A 76% B 8% |
(S)-O-tert-butylserine
9-fluorenylmethyl N-succinimidyl carbonate
Fmoc-Ser(tBu)-OH
Conditions | Yield |
---|---|
With triethylamine In water; acetonitrile for 1h; | 75% |
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
O-tert-Butyl-L-serine Methyl Ester p-Toluenesulfonate
Fmoc-Ser(tBu)-OH
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; |
Fmoc-Ser(but)-O-Pha
Fmoc-Ser(tBu)-OH
Conditions | Yield |
---|---|
With acetic acid; zinc Yield given; | |
With magnesium; acetic acid In methanol; N,N-dimethyl-formamide at 20℃; for 75h; |
Fmoc-Ser(tBu)-OH
Conditions | Yield |
---|---|
With water In 1,4-dioxane; ethyl acetate Ambient temperature; Yield given; |
(S)-O-tert-butylserine
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
Fmoc-Ser(tBu)-OH
(S)-3-tert-Butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid tert-butyl ester
Fmoc-Ser(tBu)-OH
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: i-Pr2NEt / dioxane / 1 h / Heating 2: H2O / dioxane; ethyl acetate / Ambient temperature View Scheme |
N-Fmoc serine phenacyl ester
Fmoc-Ser(tBu)-OH
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 240 h 2: zinc, acetic acid View Scheme |
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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
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.
Hazard Codes: 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
Chemical Purity: 98-100%
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.