N-Boc-L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy

Base Information

• Chemical Name: N-Boc-L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy
• CAS No.: 1268345-12-5
• Molecular Formula: C₃₈H₅₂N₄O₇
• Molecular Weight: 676.853
• Mol file: 1268345-12-5.mol

Synonyms:N-Boc-L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy

Chemical Property of N-Boc-L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Boc-L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy

There total 14 articles about N-Boc-L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy 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:

(E)-4-chloro-3-methoxy-but-2-enoic acid methyl ester (110104-60-4,85153-60-2) → N-Boc-L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy (1268345-12-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: acetonitrile / 0.25 h / 80 °C

1.2: 7 h / 80 °C

2.1: tert.-butyl lithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 7 h / -78 °C

3.1: ammonium cerium (IV) nitrate; water / acetonitrile / 0.5 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

4.2: 0.5 h / -78 °C

5.1: trifluoroacetic acid / dichloromethane / 3 h / 0 °C

6.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / acetonitrile / 1 h / 20 °C

With n-butyllithium; ammonium cerium (IV) nitrate; water; tert.-butyl lithium; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;

DOI:10.1002/chem.201002063

Reference yield:

t-Boc-L-valine (13734-41-3) → N-Boc-L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy (1268345-12-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / -15 - 20 °C

1.2: 20 °C

2.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 10 h / 20 °C

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / acetonitrile / 1 h / 20 °C

With lithium hydroxide monohydrate; water; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/chem.201002063

Reference yield:

1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one (1268344-84-8) → N-Boc-L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy (1268345-12-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tert.-butyl lithium / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 7 h / -78 °C

2.1: ammonium cerium (IV) nitrate; water / acetonitrile / 0.5 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C

3.2: 0.5 h / -78 °C

4.1: trifluoroacetic acid / dichloromethane / 3 h / 0 °C

5.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / acetonitrile / 1 h / 20 °C

With n-butyllithium; ammonium cerium (IV) nitrate; water; tert.-butyl lithium; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;

DOI:10.1002/chem.201002063

upstream raw materials:

1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one

1-[(S)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one

(S)-5-benzyl-1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one

(5S)-benzyl-4-methoxy-2,5-dihydropyrrol-2-one

Downstream raw materials:

L-Val-N-Me-L-Val-N-Me-L-Phe-Dpy