Fmoc-O-tert-butyl-L-threoninol

CAS: 189337-28-8

Ref. 3D-FF47640

Product Information

• Name: Fmoc-O-tert-butyl-L-threoninol
• Synonyms: Fmoc-L-Threoninol(tBu)Fmoc-L-Thr(tBu)-ol, 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)

Description

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)

• Brand: Biosynth

Chemical properties

• Molecular weight: 383.48 g/mol
• Formula: C₂₃H₂₉NO₄
• Purity: Min. 98 Area-%
• Color/Form: White Powder
• InChI: InChI=1S/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
• InChI key: InChIKey=LBVPBNDGSCZOTB-QVKFZJNVSA-N
• SMILES: C[C@@H](OC(C)(C)C)[C@@H](CO)NC(=O)OCC1c2ccccc2-c2ccccc21