BOC-TRP-ONP

Base Information

• Chemical Name: BOC-TRP-ONP
• CAS No.: 15160-31-3
• Molecular Formula: C22H23 N3 O6
• Molecular Weight: 425.441
• Hs Code.: 2933990090
• Mol file: 15160-31-3.mol

Synonyms:Tryptophan,N-carboxy-, N-tert-butyl p-nitrophenyl ester, L- (8CI); (tert-Butoxycarbonyl)tryptophanp-nitrophenyl ester; (tert-Butyloxy)carbonyl-L-tryptophan p-nitrophenyl ester

Chemical Property of BOC-TRP-ONP

Chemical Property:

• Vapor Pressure: 7.58E-17mmHg at 25°C
• Boiling Point: 651.3°Cat760mmHg
• PKA: 10.82±0.46(Predicted)
• Flash Point: 347.7°C
• PSA: 126.24000
• Density: 1.313g/cm³
• LogP: 5.03160
• Storage Temp.: -15°C

Purity/Quality:

98%min ^*data from raw suppliers

Boc-Trp-ONp 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-TRP-ONP

There total 2 articles about BOC-TRP-ONP 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: 72.0%

→ (tert-butyloxycarbonyl)-l-tryptophan p-nitrophenyl ester (15160-31-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃; for 6h;

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Boc-Trp-OH (13139-14-5) → (tert-butyloxycarbonyl)-l-tryptophan p-nitrophenyl ester (15160-31-3)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; Ambient temperature;

DOI:10.1016/S0040-4020(01)85463-6

Reference yield: 87.0%

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4) + (tert-butyloxycarbonyl)-l-tryptophan p-nitrophenyl ester (15160-31-3) → Boc-Trp-Lys(Z)-OCH3 (66413-70-5)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; a) 0 deg C, 1 h, b) RT, 2 h;

DOI:10.1021/jm00389a002

upstream raw materials:

4-nitro-phenol

Boc-Trp-OH

Downstream raw materials:

N-tert-butoxycarbonyl-L-tryptophyl->L-methionyl->L-α-aspartyl->L-phenylalanine amide

Boc-Trp-Lys(Z)-OCH₃

Boc-Trp-Glu(OBzl)-Val-OBzl

tert-Butyloxycarbonyl-L-tryptophyl-L-seryl-L-tyrosylglycine Methyl Ester

Refernces

• 1、 Himaja,Desai, Siddharth,Sambanthan, A. Thirugnana,Ranjitha. "Synthesis and antimicrobial activity of 7-Amino cephalosporanic acid derivatives of amino acids and peptides". experimental part. p. 2914 - 2918. Retrieved 2010/11/05.