Identification | More | [Name]
FMOC-O-tert-Butyl-L-serine | [CAS]
71989-33-8 | [Synonyms]
9-FLUORENYLMETHOXYCARBONYL-O-T-BUTYL-L-SERINE FMOC-L-SERINE(O-T-BUTYL) FMOC-L-SERINE (TBU) FMOC-L-SER(O-T-BUTYL) FMOC-L-SER(T-BU) FMOC-L-SER(TBU)-OH FMOC-O-T-BUTYL-L-SERINE FMOC-O-TERT-BUTYL-L-SERINE FMOC-SER(BUT) FMOC-SER(BUT)-OH FMOC-SERINE(TBU)-OH FMOC-SER(TBU) FMOC-SER(TBU)-OH N-(9-FLUORENYL METHOXY CARBONYL)-O-TERT-BUTYL-L-SERINE N-9-FLUORENYLMETHYLOXYCARBONYL-O-T-BUTYL-L-SERINE N-9-FLUORENYLMETHYLOXYCARBONYL-O-TERT-BUTYL-L-SERINE N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-O-T-BUTYL-L-SERINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-T-BUTYL-L-SERINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-TERT-BUTYL-L-SERINE N-ALPHA-FMOC-O-T-BUTYL-L-SERINE | [EINECS(EC#)]
276-260-6 | [Molecular Formula]
C22H25NO5 | [MDL Number]
MFCD00037127 | [Molecular Weight]
383.44 | [MOL File]
71989-33-8.mol |
Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
130.5-135.5 °C(lit.)
| [alpha ]
25 º (c=1,EtOAc 24 ºC) | [Boiling point ]
510.36°C (rough estimate) | [density ]
1.2369 (rough estimate) | [refractive index ]
24 ° (C=1, AcOEt) | [storage temp. ]
2-8°C
| [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
powder to crystal | [pka]
3.44±0.10(Predicted) | [color ]
White to Almost white | [optical activity]
[α]20/D +25.5±1°, c = 1% in ethyl acetate | [BRN ]
3632013 | [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)/t19-/m0/s1 | [InChIKey]
REITVGIIZHFVGU-IBGZPJMESA-N | [SMILES]
C(O)(=O)[C@H](COC(C)(C)C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O | [CAS DataBase Reference]
71989-33-8(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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
| [HS Code ]
29242990 |
Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
Fmoc-Ser(tBu)-OH is an N-terminal protected reagent used in the peptide synthesis. Some of the reported examples are:
- Total synthesis of an antibiotic, daptomycin, by cyclization via a chemoselective serine ligation.
- Preparation of MUC1, a T-cell helper peptide, using iterative pentafluorophenyl ester-mediated fragment condensations.
- Linear solid-phase peptide synthesis of ubiquitin and diubiquitin.
| [General Description]
The product number for this product was previously 04-12-1033.
To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”. | [reaction suitability]
reaction type: Fmoc solid-phase peptide synthesis |
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