CAS 71989-35-0

N-(9-Fluorenylmethoxycarbonyl)-O-tert-butylthreonine

Description:

N-(9-Fluorenylmethoxycarbonyl)-O-tert-butylthreonine, commonly referred to as Fmoc-O-t-Bu-Thr, is a protected amino acid derivative widely used in peptide synthesis. This compound features a 9-fluorenylmethoxycarbonyl (Fmoc) group, which serves as a protective group for the amino functionality, allowing for selective reactions during peptide assembly. The tert-butyl group on the threonine side chain provides steric hindrance, enhancing the stability of the molecule and facilitating purification processes. Fmoc-O-t-Bu-Thr is typically utilized in solid-phase peptide synthesis, where the Fmoc group can be easily removed under basic conditions, enabling the subsequent coupling of amino acids. The compound is characterized by its relatively high stability under standard laboratory conditions, making it suitable for various synthetic applications. Its solubility in organic solvents and moderate solubility in water further contribute to its utility in peptide chemistry. Overall, Fmoc-O-t-Bu-Thr is an essential building block in the synthesis of peptides, particularly in the context of developing therapeutic agents and research tools in biochemistry.

Formula: C₂₃H₂₇NO₅

InChI: InChI=1/C23H27NO5/c1-14(29-23(2,3)4)20(21(25)26)24-22(27)28-13-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,14,19-20H,13H2,1-4H3,(H,24,27)(H,25,26)/p-1/t14-,20+/m1/s1

InChI key: InChIKey=LZOLWEQBVPVDPR-VLIAUNLRSA-N

SMILES: C(OC(N[C@@H]([C@H](OC(C)(C)C)C)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Synonyms:

• (2S,3R)-2-(((9-Fluorenylmethoxy)carbonyl)amino)-3-(tert-butoxy)butanoic acid
• (2S,3R)-3-tert-Butoxy-2-[[[[9H-fluoren-9-yl]methoxy]carbonyl]amino)butanoic acid
• (2S,3R)-3-tert-butoxy-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoate
• <span class="text-smallcaps">L</span>-Threonine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• FMOC-O-tert-Butyl-L-threonine
• Fmoc-L-Thr(tBu)-OH
• Fmoc-Thr(OtBu)-OH
• N-(9-Fluorenylmethoxycarbonyl)-O-tert-butylthreonine
• O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-threonine
• O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-threonine
• O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]threonine
• L-Threonine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-threonine
• N-9-FLUORENYLMETHYLOXYCARBONYL-O-TERT-BUTYL-L-THREONINE
• N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-O-T-BUTYL-L-THREONINE
• FMOC-L-THR(O-T-BUTYL)
• FMOC-THR(TBU)
• FMOC-THREONINE(TBU)-OH
• FMOC-L-THREONINE (TBU)
• FMOC-L-THREONINE(O-T-BUTYL)
• 9-FLUORENYLMETHOXYCARBONYL-O-T-BUTYL-L-THREONINE
• FMOC-O-T-BUTYL-L-THREONINE
• N-(9-FLUORENYL METHOXY CARBONYL)-O-TERT-BUTYL-L-THREONINE
• FMOC-THR(BUT)
• NALPHA-(9-FLUORENYLMETHOXYCARBONYL)-O-TERT-BUTYL-L-THREONINE
• N-(9-FLUORENYLMETHOXYCARBONYL)-O-TERT-BUTYL-L-THRETONINE
• FMOC-THR(TBU)-OH
• N-9-FLUORENYLMETHYLOXYCARBONYL-O-T-BUTYL-L-THREONINE
• FMOC-THR(BUT)-OH
• 9-FLUORENYLMETHOXYCARBONYL-O-T-BUTYL-L-THEONINE

Fmoc-Thr(tBu)-OH

CAS: 71989-35-0

M03389 - Fmoc-Thr(tBu)-OH

Formula: C₂₃H₂₇NO₅

Purity: 97%

Color and Shape: Crystalline,Powder

Molecular weight: 397.471

Ref: 10-M03389

Nα-Fmoc-O-tert-butyl-L-threonine, 98%

CAS: 71989-35-0

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₂₃H₂₇NO₅

Purity: 98%

Color and Shape: White, Powder

Molecular weight: 397.47

Ref: 02-H59808

Fmoc-Thr(tBu)-OH

CAS: 71989-35-0

Bachem ID: 4096755.

Formula: C₂₃H₂₇NO₅

Purity: 99.9%

Color and Shape: White

Molecular weight: 397.47

Ref: 01-4096755

(2S,3R)-2-(((9-Fluorenylmethoxy)carbonyl)amino)-3-(tert-butoxy)butanoic acid

CAS: 71989-35-0

Formula: C₂₃H₂₇NO₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 397.4642

Ref: IN-DA0034Y8

Fmoc-Thr(tBu)-OH

CAS: 71989-35-0

Formula: C₂₃H₂₇NO₅

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 397.46

Ref: 7W-GM9332

Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-tert-butyl-L-threonine

CAS: 71989-35-0

Formula: C₂₃H₂₇NO₅

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 397.47

Ref: 3B-F0505

Fmoc-O-tert-Butyl-L-threonine

CAS: 71989-35-0

Fmoc-O-tert-Butyl-L-threonine

Purity: 98%

Color and Shape: Powder

Molecular weight: 397.46g/mol

Ref: 54-OR350183

Fmoc-Thr(tBu)-OH

CAS: 71989-35-0

Fmoc-Thr(tBu)-OH is an ester hydrochloride that is synthesized by reacting the amino acid, Fmoc-Thr(tBu) with trifluoroacetic acid. It has been used to synthesize a cyclic peptide with a protonated amide group, which allows for stereoselective synthesis of the chloride. This product has shown to be resistant to hydrolysis by atosiban and carbonyl oxygens, and also binds to mammalian cell receptors.

Formula: C₂₃H₂₇NO₅

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 397.46 g/mol

Ref: 3D-FF15778

Fmoc-Thr(tBu)-OH

CAS: 71989-35-0

Fmoc-Thr(tBu)-OH is an amino acid that is used for the synthesis of amides and esters. It is prepared by the solid-phase synthesis of 2,6-dichloroacetic acid and Fmoc-protected thiomorpholine. The product can be purified by a combination of saponification and trifluoroacetic acid hydrolysis. This amino acid has acidic properties, which may be due to its ability to form ester or amide bonds with other compounds in the presence of a base.

Formula: C₂₃H₂₇NO₅

Purity: Min. 98.0 Area-%

Molecular weight: 397.48 g/mol

Ref: 3D-FLT-1700-PI