(S)-tert-Butyl (1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate

Base Information

• Chemical Name: (S)-tert-Butyl (1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate
• CAS No.: 62549-92-2
• Molecular Formula: C16H21N3O3
• Molecular Weight: 303.361
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60556356
• Nikkaji Number: J1.335.364F
• Wikidata: Q82437887
• Mol file: 62549-92-2.mol

Synonyms:62549-92-2;Boc-L-Tryptophan amide;(S)-tert-Butyl (1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate;62559-79-9;tert-butyl N-[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]carbamate;tert-butyl (S)-(1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate;TERT-BUTYL N-[(1S)-1-CARBAMOYL-2-(1H-INDOL-3-YL)ETHYL]CARBAMATE;SCHEMBL7413708;N-alpha-Boc-L-Tryptophan amide;DTXSID60556356;MFCD00270519;(S)-tert-Butyl(1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate;AKOS016003597;AM82288;AS-57859;Nalpha-(tert-Butoxycarbonyl)-L-tryptophanamide;G73844

Chemical Property of (S)-tert-Butyl (1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate

Chemical Property:

• Vapor Pressure: 3.55E-13mmHg at 25°C
• Melting Point: 133-136 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• Refractive Index: 1.601
• Boiling Point: 573.9 °C at 760 mmHg
• PKA: 11.33±0.46(Predicted)
• Flash Point: 300.9 °C
• PSA: 97.21000
• Density: 1.226 g/cm³
• LogP: 3.18020
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 303.15829154
• Heavy Atom Count: 22
• Complexity: 419

Purity/Quality:

≥95%,≥98%, ^*data from raw suppliers

(S)-tert-Butyl(1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)N
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N

Technology Process of (S)-tert-Butyl (1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate

There total 4 articles about (S)-tert-Butyl (1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate 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: 93.0%

Boc-Trp-OH (13139-14-5) → Boc-Trp-NH2 (62549-92-2)

Guidance literature:

With pyridine; di-tert-butyl dicarbonate; ammonium bicarbonate; In acetonitrile; 4-16 h;

DOI:10.1016/0040-4039(95)01412-B

Reference yield:

Boc-Trp-OH (13139-14-5) + isobutyl chloroformate (543-27-1) → Boc-Trp-NH2 (62549-92-2)

Guidance literature:

With 4-methyl-morpholine; ammonia; In methanol; dichloromethane;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + L-tryptophanamide hydrochloride (5022-65-1) → Boc-Trp-NH2 (62549-92-2)

Guidance literature:

With triethylamine; In dichloromethane;

upstream raw materials:

Boc-Trp-OH

isobutyl chloroformate

di-tert-butyl dicarbonate

L-tryptophanamide hydrochloride

Downstream raw materials:

N-BOC-(L)-tryptophanonitrile

L-tryptophanamide hydrochloride

Refernces

• 1、 -. "MODIFIED PEPTIDES FOR USE IN TREATING NEURODEGENERATIVE DISORDERS". Page/Page column 50. . Retrieved 2018/03/09.
• 2、 -. "Endothelin receptor antagonists". . . Retrieved 2008/06/13.