Fmoc-N-Me-Thr(tBu)-OH

Base Information

• Chemical Name: Fmoc-N-Me-Thr(tBu)-OH
• CAS No.: 117106-20-4
• Molecular Formula: C24H29NO5
• Molecular Weight: 411.498
• Hs Code.: 2924 29 70
• European Community (EC) Number: 872-132-4
• DSSTox Substance ID: DTXSID80426643
• Wikidata: Q72478688
• Mol file: 117106-20-4.mol

Synonyms:117106-20-4;Fmoc-N-Me-Thr(tBu)-OH;(2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(tert-butoxy)butanoic acid;N-Fmoc-N-Methyl-O-tert-butyl-L-threonine;(2S,3R)-3-(TERT-BUTOXY)-2-{[(9H-FLUOREN-9-YLMETHOXY)CARBONYL](METHYL)AMINO}BUTANOIC ACID;(2S,3R)-2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]-3-[(2-methylpropan-2-yl)oxy]butanoic acid;N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-N-methyl-L-threonine;Fmoc-N-alpha-Methyl-O-tert-butyl-L-threonine;Fmoc-N-methyl-O-tert-butyl-L-threonine;Fmoc-MeThr(tBu)-OH;Fmoc-N-Alpha-Methyl-O-T-Butyl-L-Threonine;Fmoc-N-Me-L-Thr(tBu)-OH;SCHEMBL955882;DTXSID80426643;VIUVLZHFMIFLHU-VFNWGFHPSA-N;AMY22598;Fmoc-N-Me-Thr(tBu)-OH, 97%;fmoc-N-me-thr(tbu)-oh, AldrichCPR;MFCD02094431;AKOS015837117;AKOS015908870;AC-8574;CS-W014461;HY-W013745;DS-13826;Fmoc-Nalpha-Methyl-O-tert-butyl-L-threonine;F12343;M03390;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-alpha-methyl-O-t-butyl-L-threonine;O-tert-Butyl-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-N-methyl-L-threonine;(2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(tert-butoxy)butanoicacid;(2S,3R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-tert-butoxybutanoic acid;L-Threonine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-

Chemical Property of Fmoc-N-Me-Thr(tBu)-OH

Chemical Property:

• Vapor Pressure: 1.75E-13mmHg at 25°C
• Melting Point: 220-225°C
• Refractive Index: 1.567
• Boiling Point: 562.4 °C at 760 mmHg
• PKA: 3.43±0.10(Predicted)
• Flash Point: 293.9 °C
• PSA: 76.07000
• Density: 1.185 g/cm³
• LogP: 4.52410
• Storage Temp.: -15°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 411.20457303
• Heavy Atom Count: 30
• Complexity: 593

Purity/Quality:

99%min ^*data from raw suppliers

Fmoc-N-methyl-O-tert-butyl-L-threonine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)O)N(C)C(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)OC(C)(C)C
• Isomeric SMILES: C[C@H]([C@@H](C(=O)O)N(C)C(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)OC(C)(C)C

Technology Process of Fmoc-N-Me-Thr(tBu)-OH

There total 1 articles about Fmoc-N-Me-Thr(tBu)-OH 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: 45.0%

H-(Me)Thr(t-Bu)-OH (42417-72-1) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → (2S,3R)-3-tert-butoxy-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}butanoic acid (117106-20-4,2360825-89-2)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; at 0 ℃; for 1.16667h;

DOI:10.1016/S0040-4020(01)86742-9

Reference yield: 92.0%

(2S,3R)-3-tert-butoxy-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}butanoic acid (117106-20-4,2360825-89-2) → N-Fmoc-N-methyl-L-threonine (252049-06-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/ejoc.201500697

Reference yield: 5.0%

Fmoc-Val-OH (68858-20-8) + Boc-N-Me-Val-OH (45170-31-8) + tert-butyl (S)-2-(((benzyloxy)carbonyl)(methyl)amino)-3-(4-methoxy-1-tosyl-1H-indol-3-yl)propanoate + N-(9-fluorenylmethoxycarbonyl)-N-methyl-L-leucine (103478-62-2) + Fmoc-Thr-OH (73731-37-0) + (2S,3R)-3-tert-butoxy-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}butanoic acid (117106-20-4,2360825-89-2) + Fmoc-N-methylvaline (103478-58-6,84000-11-3) + trifluoroacetic acid (76-05-1) + Fmoc-threo-β-OH-L-Phe-OH (197458-39-2,487060-72-0) → C75H119N13O16*C2HF3O2

Guidance literature:

Fmoc-N-methylvaline; With thionyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h; Trityl-OH Chem-Matrix? resin Inert atmosphere;

With piperidine; In N,N-dimethyl-formamide; Trityl-OH Chem-Matrix? resin Inert atmosphere;

Fmoc-Val-OH; Boc-N-Me-Val-OH; tert-butyl (S)-2-(((benzyloxy)carbonyl)(methyl)amino)-3-(4-methoxy-1-tosyl-1H-indol-3-yl)propanoate; N-(9-fluorenylmethoxycarbonyl)-N-methyl-L-leucine; Fmoc-Thr-OH; (2S,3R)-3-tert-butoxy-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}butanoic acid; trifluoroacetic acid; Fmoc-threo-β-OH-L-Phe-OH; Further stages;

DOI:10.1002/chem.202002408

upstream raw materials:

H-(Me)Thr(t-Bu)-OH

(fluorenylmethoxy)carbonyl chloride

Downstream raw materials:

N-Fmoc-N-methyl-L-threonine

Refernces