FMOC-O-tert-Butyl-L-serine

FMOC-O-tert-Butyl-L-serine Basic information

Product Name:	FMOC-O-tert-Butyl-L-serine
Synonyms:	FMOC-L-Ser(tBu)-OH 98%;O-tert-Butyl-N-Fmoc-L-serine;9-fluorenylmethoxycarbonyl-O-tert-butyl-L-serine;N-Fmoc-O-tert-Butyl-L-serine, Fmoc-O-tert-butyl-L-serine;N-FMOC-L-Ser (O-tert-Bu) OH;2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]propanoic acid;N-(9H-Fluorene-9-ylmethoxycarbonyl)-O-tert-butyl-L-serine;N-(9H-Fluorene-9-ylmethoxycarbonyl)-O-tert-butylserine
CAS:	71989-33-8
MF:	C22H25NO5
MW:	383.44
EINECS:	276-260-6
Product Categories:	Amino Acids (N-Protected);Biochemistry;Serine [Ser, S];Fmoc-Amino Acids and Derivatives;Fmoc-Amino Acids;Fmoc-Amino acid series;Fluorenes, Flurenones;Amino Acids
Mol File:	71989-33-8.mol

FMOC-O-tert-Butyl-L-serine Chemical Properties

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.
pka	3.44±0.10(Predicted)
form	powder to crystal
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 Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	24/25-36/37/39-27-26
WGK Germany	3
HS Code	29242990

MSDS Information

Provider	Language
FMOC-O-tert-Butyl-L-serine	English
SigmaAldrich	English
ACROS	English

FMOC-O-tert-Butyl-L-serine Usage And Synthesis

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”.

FMOC-O-tert-Butyl-L-serine Preparation Products And Raw materials

Raw materials

1,4-Dioxane-->Fluorene-->H-SER(TBU)-OH-->L-Serine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2-oxo-2-phenylethyl ester-->L-Serine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 1,1-dimethylethyl ester-->N-(9-Fluorenylmethoxycarbonyl)-L-serine Phenacyl Ester-->FMOC-SER-OME-->Fmoc-L-Serine

4-tert-Butylcatechol L-ALPHA-PHOSPHATIDYLSERINES, BRAIN, BOVINE 4-tert-Butylphenol Fmoc-L-Serine tert-Butyllithium tert-Butyl methyl ether Butyl methacrylate Fmoc-Aib-OH tert-Butyldimethylsilyl chloride tert-Butanol L-Serine Butyl acrylate butyl rubber 9-Fluorenylmethyl chloroformate DL-Serine D-Cycloserine N-(9-Fluorenylmethoxycarbonyloxy)succinimide 2-Butoxyethanol

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