N(alpha)-(N(alpha)-(N(alpha)-(tert-butyloxycarbonyl)glutaminyl)-N(1)-formyl-tryptophyl)phenylalanine benzyl ester

Base Information

• Chemical Name: N(alpha)-(N(alpha)-(N(alpha)-(tert-butyloxycarbonyl)glutaminyl)-N(1)-formyl-tryptophyl)phenylalanine benzyl ester
• CAS No.: 126088-82-2
• Molecular Formula: C38H43 N5 O8
• Molecular Weight: 697.7767
• Mol file: 126088-82-2.mol

Synonyms:L-Phenylalanine,N-[N-[N2-[(1,1-dimethylethoxy)carbonyl]-L-glutaminyl]-1-formyl-D-tryptophyl]-,phenylmethyl ester

Chemical Property of N(alpha)-(N(alpha)-(N(alpha)-(tert-butyloxycarbonyl)glutaminyl)-N(1)-formyl-tryptophyl)phenylalanine benzyl ester

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 199.38000
• Density: 1.26g/cm³
• LogP: 6.97340

Purity/Quality:

QWF ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N(alpha)-(N(alpha)-(N(alpha)-(tert-butyloxycarbonyl)glutaminyl)-N(1)-formyl-tryptophyl)phenylalanine benzyl ester

There total 3 articles about N(alpha)-(N(alpha)-(N(alpha)-(tert-butyloxycarbonyl)glutaminyl)-N(1)-formyl-tryptophyl)phenylalanine benzyl 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: 95.8%

Boc-Gln-OH (13726-85-7) + H-D-Trp(CHO)-Phe-OBzl hydrochloride → Boc-Gln-D-Trp(CHO)-Phe-OBzl (126088-82-2)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; N,N-dimethyl-formamide; for 3h;

DOI:10.1021/jm00089a011

Reference yield:

Boc-D-Trp(For)-OH (64905-10-8) → Boc-Gln-D-Trp(CHO)-Phe-OBzl (126088-82-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 96.5 percent / 1-hydroxybenzotriazole, 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide / CH₂Cl₂; dimethylformamide / 3 h

2: 4.70 g / 4 N HCl / CH₂Cl₂; dioxane / 1 h / Ambient temperature

3: 95.8 percent / 1-hydroxybenzotriazole, 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide / CH₂Cl₂; dimethylformamide / 3 h

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00089a011

Reference yield:

Boc-D-Trp(CHO)-Phe-OBzl (126088-73-1) → Boc-Gln-D-Trp(CHO)-Phe-OBzl (126088-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 4.70 g / 4 N HCl / CH₂Cl₂; dioxane / 1 h / Ambient temperature

2: 95.8 percent / 1-hydroxybenzotriazole, 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide / CH₂Cl₂; dimethylformamide / 3 h

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00089a011

upstream raw materials:

Boc-Gln-OH

Boc-D-Trp(For)-OH

Boc-D-Trp(CHO)-Phe-OBzl

Downstream raw materials:

Boc-Gln-D-Trp-Phe-OH

Refernces