Carbamic acid, [(1S)-1-formyl-2-(1H-indol-3-yl)ethyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1S)-1-formyl-2-(1H-indol-3-yl)ethyl]-, 1,1-dimethylethyl ester
• CAS No.: 82689-14-3
• Molecular Formula: C16H20N2O3
• Molecular Weight: 288.346
• Mol file: 82689-14-3.mol

Synonyms:Boc-L-tryptophanal;N-Boc-L-tryptophanal;Boc-L-Trp-H;CARBAMIC ACID, N-[(1S)-1-FORMYL-2-(1H-INDOL-3-YL)ETHYL]-, 1,1-DIMETHYLETHYL ESTER;N-Boc-L-Trp-H;1,2,3,4-tetrahydro-2-naphthoyl chloride;N-(t-butoxycarbonyl)-L-tryptophanal;

Chemical Property of Carbamic acid, [(1S)-1-formyl-2-(1H-indol-3-yl)ethyl]-, 1,1-dimethylethyl ester

Chemical Property:

• PSA: 71.19000
• LogP: 3.19350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1S)-1-formyl-2-(1H-indol-3-yl)ethyl]-, 1,1-dimethylethyl ester

There total 13 articles about Carbamic acid, [(1S)-1-formyl-2-(1H-indol-3-yl)ethyl]-, 1,1-dimethylethyl ester 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: 97.0%

(S)-tert-butyl (3-(1H-indol-3-yl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate (97530-05-7) → N-tert-butyloxycarbonyl-tryptophanal (82689-14-3)

Guidance literature:

With lithium aluminium tetrahydride; at 0 ℃; for 0.25h;

DOI:10.1081/NCN-100002563

Reference yield: 85.0%

N-t-butoxycarbonyl-tryptophanol (110659-38-6,143259-51-2,82689-19-8) → N-tert-butyloxycarbonyl-tryptophanal (82689-14-3)

Guidance literature:

With sulfur trioxide pyridine complex; triethylamine; In dimethyl sulfoxide; for 0.166667h; Ambient temperature;

DOI:10.1248/cpb.30.1921

Reference yield: 78.0%

Boc-Trp-N-carboxyanhydride (175837-77-1) → N-tert-butyloxycarbonyl-tryptophanal (82689-14-3)

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:

N-t-butoxycarbonyl-tryptophanol

N²-<(tert-butoxy)carbonyl>-L-tryptophane phenyl ester

(S)-tert-butyl (3-(1H-indol-3-yl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate

[(S)-2-(3,5-Dimethyl-pyrazol-1-yl)-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Downstream raw materials:

(tert-butyloxycarbonyl)-L-tryptophyl-ψ(CH2NH)-L-leucine benzyl ester

[2-(2-benzoyl-phenylamino)-2-cyano-1-(1H-indol-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester