nobilamide B

Base Information

• Chemical Name: nobilamide B
• CAS No.: 1310050-75-9
• Molecular Formula: C₄₃H₆₁N₇O₁₀
• Molecular Weight: 835.998
• Mol file: 1310050-75-9.mol

Synonyms:nobilamide B

Chemical Property of nobilamide B

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of nobilamide B

There total 4 articles about nobilamide B 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:

C46H65N7O10 → nobilamide B (1310050-75-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1016/j.tet.2014.05.091

Reference yield:

(S)-(Z)-allyl 2-(2-(tert-butoxycarbonylamino)propanamido)but-2-enoate → nobilamide B (1310050-75-9)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 1.5 h / 0 - 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole; sodium hydrogencarbonate / dichloromethane; N,N-dimethyl-formamide / 6 h / 0 °C

3: phenylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 6 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1-hydroxy-7-aza-benzotriazole; phenylsilane; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2014.05.091

Reference yield:

2-(2-amino-propionylamino)-but-2-enoic acid allyl ester → nobilamide B (1310050-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole; sodium hydrogencarbonate / dichloromethane; N,N-dimethyl-formamide / 6 h / 0 °C

2: phenylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 6 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1-hydroxy-7-aza-benzotriazole; phenylsilane; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2014.05.091

upstream raw materials:

Fmoc-Val-OH

N-Fmoc L-Phe

N-(9-fluorenylmethoxycarbonyl)-D-leucine

Fmoc-D-Phe-OH

Downstream raw materials:

L-FDAA-D-leucine

L-Phe-L-FDAA

L-FDAA-D-Phe

Refernces

• 1、 Yamashita, Tomoya,Matoba, Hiroaki,Kuranaga, Takefumi,Inoue, Masayuki. "Total syntheses of nobilamides B and D: Application of traceless Staudinger ligation". . p. 7746 - 7752. Retrieved 2014/12/10.