BOC-TRP-N(OCH3)CH3

Base Information

• Chemical Name: BOC-TRP-N(OCH3)CH3
• CAS No.: 97530-05-7
• Molecular Formula: C18H25N3O4
• Molecular Weight: 347.40900
• Mol file: 97530-05-7.mol

Synonyms:(tert-butyloxycarbonyl)-L-tryptophan N,O-dimethylhydroxamate;N-{[(1,1-dimethylethyl)oxy]carbonyl}-N-methyl-N-(methyloxy)-L-tryptophanamide;BOC-TRP-NME(OME);Boc-L-Trp-N(CH3)OCH3;BOC-L-TRYPTOPHAN N-METHOXY-N-METHYL AMIDE;

Chemical Property of BOC-TRP-N(OCH3)CH3

Chemical Property:

• PSA: 83.66000
• LogP: 3.01440
• Storage Temp.: Store at 0°C

Purity/Quality:

98%Min ^*data from raw suppliers

N-alpha-Boc-L-tryptophan N-methoxy-N-methyl amide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-TRP-N(OCH3)CH3

There total 6 articles about BOC-TRP-N(OCH3)CH3 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%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + Boc-Trp-OH (13139-14-5) → (S)-tert-butyl (3-(1H-indol-3-yl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate (97530-05-7)

Guidance literature:

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 7h;

DOI:10.1021/ol503340k

Reference yield: 96.0%

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

Guidance literature:

Reference yield: 79.0%

Boc-Trp-OH (13139-14-5) + N,0-dimethylhydroxylamine (1117-97-1) → (S)-tert-butyl (3-(1H-indol-3-yl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate (97530-05-7)

Guidance literature:

Boc-Trp-OH; N,0-dimethylhydroxylamine; With triethylamine; at 0 ℃;

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine;

DOI:10.1081/NCN-100002563

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

Boc-Trp-OH

N,0-dimethylhydroxylamine

L-Tryptophan

Downstream raw materials:

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

(tert-butyloxycarbonyl)-L-tryptophyl-ψ(CH2-NH)-L-leucyl-β-benzyl-L-aspartyl-L-phenylalanine amide

(tert-butyloxycarbonyl)-L-tryptophyl-ψ(CH2-NH)-L-leucyl-L-aspartyl-L-phenylalanine amide

5-<3,5-bis(trifluoromethyl)phenyl>-2-(N-Bocamino)-1-(3-indolyl)-3-pentanone

Refernces

• 1、 Cockram, Peter E.,Turner, Callum A.,Slawin, Alexandra M. Z.,Smith, Terry K.. "Convenient Synthesis of Alternatively Bridged Tryptophan Ketopiperazines and Their Activities against Trypanosomatid Parasites". supporting information. . Retrieved 2022/01/11.
• 2、 -. "CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF". Paragraph 0616. . Retrieved 2018/04/17.