CAS 189337-28-8

FMOC-THR(TBU)-OL

Description:

FMOC-THR(TBU)-OL, also known as Fmoc-threonine (tert-butyl ester), is a protected amino acid commonly used in peptide synthesis. The FMOC (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino functionality, allowing for selective reactions without interfering with the threonine side chain. The tert-butyl (TBU) ester protects the hydroxyl group of threonine, enhancing the stability of the molecule during synthesis and facilitating the formation of peptide bonds. This compound is typically white to off-white in appearance and is soluble in organic solvents such as dimethylformamide (DMF) and dichloromethane, but less soluble in water. Its structure allows for the introduction of threonine into peptides while maintaining the integrity of the amino acid's functional groups. FMOC-THR(TBU)-OL is widely utilized in solid-phase peptide synthesis (SPPS) due to its compatibility with various coupling reagents and its ease of deprotection under mild conditions, making it a valuable tool in the field of medicinal chemistry and biochemistry.

Formula: C₂₃H₂₉NO₄

InChI: InChI=1/C23H29NO4/c1-15(28-23(2,3)4)21(13-25)24-22(26)27-14-20-18-11-7-5-9-16(18)17-10-6-8-12-19(17)20/h5-12,15,20-21,25H,13-14H2,1-4H3,(H,24,26)/t15-,21-/m1/s1

SMILES: C[C@H]([C@@H](CO)N=C(O)OCC1c2ccccc2c2ccccc12)OC(C)(C)C

Synonyms:

• N-Fmoc-L-Thr(Tbu)-Ol
• N-Fmoc-L-Thr(Tbu)-Ol-N-Fmoc-(2R,3R)-2-Amino-3-T-Butoxy-1-Butanol
• N-Fmoc-(2R,3R)-2-Amino-3-T-Butoxy-1-Butanol
• N-Alpha-Fmoc-O-T-Butyl-L-Threoninol
• N-Alpha-(9-Fluorenylmethyloxycarbonyl)-O-Tert-Butyl-L-Threoninol
• N-(9-Fluorenylmethoxycarbonyl)-O-T-Butyl-L-Threoninol
• Fmoc-(2R,3R)-2-Amino-3-T-Butoxy-1-Butanol
• Fmoc-O-T-Butyl-L-Threoninol
• 9H-fluoren-9-ylmethyl [(1R,2R)-2-tert-butoxy-1-(hydroxymethyl)propyl]carbamate
• Fmoc-Threoninol(tBu)

Carbamic acid, N-[(1R,2R)-2-(1,1-dimethylethoxy)-1-(hydroxymethyl)propyl]-, 9H-fluoren-9-ylmethyl ester

CAS: 189337-28-8

Formula: C₂₃H₂₉NO₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 383.4807

Ref: IN-DA002IC3

N-Fmoc-(2R,3R)-2-amino-3-tert-butoxy-1-butanol

CAS: 189337-28-8

N-Fmoc-(2R,3R)-2-amino-3-tert-butoxy-1-butanol

Purity: 98%

Molecular weight: 383.48g/mol

Ref: 54-OR307127

Fmoc-Threoninol(OtBu)

CAS: 189337-28-8

M03453 - Fmoc-Threoninol(OtBu)

Formula: C₂₃H₂₉NO₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 383.4880065917969

Ref: 10-M03453

Fmoc-O-tert-butyl-L-threoninol

CAS: 189337-28-8

Fmoc-O-tert-butyl-L-threoninol is an aminoacyl chloroformate ester that is used in the synthesis of peptides. It has a conjugate acid chloride and a disulfide bond. The chloroformate group reacts with the carboxylic acid moiety of L-threonine to form an ester, which can then be cleaved by hydrolysis to yield L-threonine. This product is also used for the synthesis of peptides in which the threonine residue is conjugated to another amino acid such as cysteine or glutamic acid.
Fmoc-O-tert-butyl-L-threoninol is synthesized from l-threonine and isobutene via a phase chromatography process. The synthetic intermediate Fmoc-(S)-OH is reacted with trifluoroacetic acid (TFA)

Formula: C₂₃H₂₉NO₄

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 383.48 g/mol

Ref: 3D-FF47640