Boc-Trp(For)-OH

Base Information

• Chemical Name: Boc-Trp(For)-OH
• CAS No.: 47355-10-2
• Molecular Formula: C17H20N2O5
• Molecular Weight: 332.356
• Hs Code.: 2933 99 80
• European Community (EC) Number: 685-353-4
• DSSTox Substance ID: DTXSID20426925
• Nikkaji Number: J367.314F
• Wikidata: Q72510183
• ChEMBL ID: CHEMBL63415
• Mol file: 47355-10-2.mol

Synonyms:Boc-Trp(For)-OH;47355-10-2;Boc-L-Trp(For)-OH;CHEMBL63415;(2S)-3-(1-formylindol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;(2S)-2-(tert-Butoxycarbonylamino)-3-(1-formylindol-3-yl)propanoic acid;(S)-2-((tert-Butoxycarbonyl)amino)-3-(1-formyl-1H-indol-3-yl)propanoic acid;Nalpha-(tert-Butoxycarbonyl)-N1-formyl-L-tryptophan;Boc-Trp(CHO)-OH;t-Boc-Trp(CHO)-OH;SCHEMBL1722799;DTXSID20426925;L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-1-formyl-;IHXHBYFWSOYYTR-ZDUSSCGKSA-N;Nalpha-Boc-N1-formyl-L-tryptophan;BBL103478;BDBM50043813;MFCD00065992;STL557288;AKOS015924232;AKOS015963342;AC-8636;CS-W009335;DS-14015;Boc-Trp(For)-OH, >=97.0% (HPLC);B2260;D82273;M03329;N-(tert-butoxycarbonyl)-1-formyl-L-tryptophan;Nalpha-tert-butoxycarbonyl-1-formyl-L-tryptophan;(S)-2-(tert-butoxycarbonylamino)-3-(1-formyl-1H-indol-3-yl)propanoic acid;(S)-2-tert-Butoxycarbonylamino-3-(1-formyl-1H-indol-3-yl)-propionic acid;N-alpha-t-Butyloxycarbonyl-N'-formyl-L-tryptophane (Boc-L-Trp(For)-OH)

Chemical Property of Boc-Trp(For)-OH

Chemical Property:

• Appearance/Colour: White to off white powder
• Melting Point: ~100 °C (dec.)
• Refractive Index: 1.58
• PKA: 3.82±0.10(Predicted)
• PSA: 97.63000
• Density: 1.26 g/cm³
• LogP: 3.19300
• Storage Temp.: −20°C
• Sensitive.: Light Sensitive
• Solubility.: very faint turbidity in Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 332.13722174
• Heavy Atom Count: 24
• Complexity: 488

Purity/Quality:

99% ^*data from raw suppliers

N-alpha-Boc-Nin-formyl-L-tryptophan ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CN(C2=CC=CC=C21)C=O)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CN(C2=CC=CC=C21)C=O)C(=O)O
• Uses: Boc-Trp(For)-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Technology Process of Boc-Trp(For)-OH

There total 2 articles about Boc-Trp(For)-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: 61.0%

di-tert-butyl dicarbonate (24424-99-5) + Nin-formyl-L-tryptophan (74257-18-4) → Nα-tert-butoxycarbonyl-1-formyl-L-tryptophan (47355-10-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 - 40 ℃; for 48h;

DOI:10.15227/orgsyn.063.0160

Reference yield:

→ Boc-Trp(For) (47355-10-2,64905-10-8)

Guidance literature:

N¹-Formyl-tryptophan, Me3C-OCO-N3, (i-Pr)2NEt;

DOI:10.1021/jo00955a004

Reference yield: 100.0%

Nα-tert-butoxycarbonyl-1-formyl-L-tryptophan (47355-10-2) → L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7)

Guidance literature:

With ethandithiol; Nafion H; dimethylsulfide; 3-methyl-phenol; trifluoroacetic acid; for 3h;

DOI:10.1039/c39910000530

upstream raw materials:

di-tert-butyl dicarbonate

N_in-formyl-L-tryptophan

Downstream raw materials:

{(2-Benzyloxycarbonylamino-ethyl)-[(S)-2-tert-butoxycarbonylamino-3-(1-formyl-1H-indol-3-yl)-propionyl]-amino}-acetic acid methyl ester

Boc-Trp(CHO)-Phe-OBzl

L-Tryptophan

(+/-)-N^ι-Formyltryptophan

Refernces