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

Base Information

• Chemical Name: Fmoc-N-Me-Ser(tBu)-OH
• CAS No.: 197632-77-2
• Molecular Formula: C₂₃H₂₇NO₅
• Molecular Weight: 397.471
• Hs Code.: 2924 29 70
• European Community (EC) Number: 848-210-9
• DSSTox Substance ID: DTXSID20426642
• Mol file: 197632-77-2.mol

Synonyms:Fmoc-N-Me-Ser(tBu)-OH;197632-77-2;N-Fmoc-N-Methyl-O-tert-butyl-L-serine;Fmoc-N-methyl-O-tert-butyl-L-serine;(2S)-2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]-3-[(2-methylpropan-2-yl)oxy]propanoic acid;fmoc-meser(tbu)-oh;Fmoc-Nalpha-methyl-O-t-butyl-L-serine;FMOC-N-ME-L-SER(TBU)-OH;MFCD02094430;fmoc-n-alpha-methyl-o-t-butyl-l-serine;SCHEMBL15083399;DTXSID20426642;Fmoc-N-Me-Ser(tBu)-OH, 97%;Fmoc-N-a-methyl-O-t-butyl-L-serine;AKOS015837171;AKOS015908481;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-alpha-methyl-O-t-butyl-L-serine;AC-8573;AM84674;CS-W014465;HY-W013749;N-Fmoc-O-tert-butyl-N-methyl-L-serine;AS-19289;N-Fmoc-O-(tert-butyl)-N-methyl-L-serine;M03385;A813925;J-012769;N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-N-methyl-L-serine;O-tert-Butyl-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-N-methyl-L-serine;(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-tert-butoxypropanoic acid;L-Serine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-

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

Chemical Property:

• Vapor Pressure: 2.89E-13mmHg at 25°C
• Melting Point: 213-218℃
• Refractive Index: 1.573
• Boiling Point: 557.5 °C at 760 mmHg
• PKA: 3.46±0.10(Predicted)
• Flash Point: 291 °C
• PSA: 76.07000
• Density: 1.204 g/cm³
• LogP: 4.13560
• Storage Temp.: -15°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 397.18892296
• Heavy Atom Count: 29
• Complexity: 564

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 2 articles about Fmoc-N-Me-Ser(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: 76.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-nosyl-O-tert-butyl-L-serine (941296-82-8) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(tert-butoxy)propanoic acid (197632-77-2,1210833-53-6)

Guidance literature:

Multistep reaction.;

DOI:10.1021/jo070075m

Reference yield:

methanol (67-56-1) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) + (S)-O-tert-butylserine (18822-58-7,29435-39-0) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(tert-butoxy)propanoic acid (197632-77-2,1210833-53-6)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(97)01774-7

Reference yield:

Fmoc-Pro-OH (71989-31-6) + C26H27ClNOPol + C20H21NO4 + (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(tert-butoxy)propanoic acid (197632-77-2,1210833-53-6) + 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-phenylacetic acid (163883-97-4) → C32H51N5O6 + C32H51N5O6

Guidance literature:

Fmoc-Pro-OH; C₂₆H₂₇ClNOPol; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 3h; 2-chorotrityl chloride resin

With piperidine; In N,N-dimethyl-formamide; 2-chorotrityl chloride resin

C₂₀H₂₁NO₄; (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(tert-butoxy)propanoic acid; 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-phenylacetic acid; Further stages;

upstream raw materials:

methanol

(fluorenylmethoxy)carbonyl chloride

(S)-O-tert-butylserine

diazomethane

Refernces

• 1、 Yang, Lihu,Chiu, Kuenley. "Solid phase synthesis of Fmoc N-methyl amino acids: Application of the Fukuyama amine synthesis". . p. 7307 - 7310. Retrieved 2007/10/03.