Fmoc-O-tert.butyl-L-threonineN-carboxyanhydride

Base Information

• Chemical Name: Fmoc-O-tert.butyl-L-threonineN-carboxyanhydride
• CAS No.: 125814-28-0
• Molecular Formula: C₂₄H₂₅NO₆
• Molecular Weight: 423.466
• DSSTox Substance ID: DTXSID601106669
• Mol file: 125814-28-0.mol

Synonyms:125814-28-0;Fmoc-O-tert.butyl-L-threonineN-carboxyanhydride;9H-Fluoren-9-ylmethyl (4S)-4-[(1R)-1-[(2-methylpropan-2-yl)oxy]ethyl]-2,5-dioxo-1,3-oxazolidine-3-carboxylate;DTXSID601106669;3-Oxazolidinecarboxylic acid, 4-[1-(1,1-dimethylethoxy)ethyl]-2,5-dioxo-, 9H-fluoren-9-ylmethyl ester, [R-(R*,S*)]-

Chemical Property of Fmoc-O-tert.butyl-L-threonineN-carboxyanhydride

Chemical Property:

• Melting Point: 124-127 °C
• Boiling Point: 523.8±42.0 °C(Predicted)
• PKA: -3.78±0.40(Predicted)
• PSA: 82.14000
• Density: 1.268±0.06 g/cm3(Predicted)
• LogP: 4.42440
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 423.16818752
• Heavy Atom Count: 31
• Complexity: 693

Purity/Quality:

98%min ^*data from raw suppliers

FMOC-THR(TBU)-NCA 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1C(=O)OC(=O)N1C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)OC(C)(C)C
• Isomeric SMILES: C[C@H]([C@H]1C(=O)OC(=O)N1C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)OC(C)(C)C

Technology Process of Fmoc-O-tert.butyl-L-threonineN-carboxyanhydride

There total 1 articles about Fmoc-O-tert.butyl-L-threonineN-carboxyanhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + L-Thr(OtBu) NCA (56210-05-0) → (S)-4-((R)-1-tert-Butoxy-ethyl)-2,5-dioxo-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester (125814-28-0)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at 2 - 5 ℃; for 2h; Yield given;

DOI:10.1021/ja00176a063

Reference yield: 84.0%

(S)-4-((R)-1-tert-Butoxy-ethyl)-2,5-dioxo-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester (125814-28-0) → Fmoc-Thr(tBu)-H (160948-81-2)

Guidance literature:

With lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/0040-4039(94)88419-6

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

L-Thr(OtBu) NCA

Downstream raw materials:

Fmoc-Thr(tBu)-H

Refernces