ChemicalBook--->CAS DataBase List--->71989-33-8

71989-33-8

71989-33-8 Structure

71989-33-8 Structure
IdentificationMore
[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 PropertiesBack 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 Rotation]

[α]20/D +25.5±1°, c = 1% in ethyl acetate
[BRN ]

3632013
[Major Application]

peptide synthesis
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[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
[REACH Registrations]

Active
[HS Code ]

29242990
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

FMOC-O-tert-Butyl-L-serine(71989-33-8).msds
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

FMOC-O-tert-Butyl-L-serine(71989-33-8)1HNMR
FMOC-O-tert-Butyl-L-serine(71989-33-8)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

FMOC-O-tert-Butyl-L-serine, 98%(71989-33-8)
[Sigma Aldrich]

71989-33-8(sigmaaldrich)
[TCI AMERICA]

O-tert-Butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine,>98.0%(LC)(T)(71989-33-8)
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