N-α-pyroglutamyl-N^ε-carbobenzoxylysyl-2-pyrrolidinyl)methyl>-Ala-Pro-OCH3

Base Information

• Chemical Name: N-α-pyroglutamyl-N^ε-carbobenzoxylysyl-2-pyrrolidinyl)methyl>-Ala-Pro-OCH3
• CAS No.: 94670-63-0
• Molecular Formula: C₃₅H₅₀N₆O₁₀
• Molecular Weight: 714.816

Synonyms:

Chemical Property of N-α-pyroglutamyl-N^ε-carbobenzoxylysyl-2-pyrrolidinyl)methyl>-Ala-Pro-OCH3

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N-α-pyroglutamyl-N^ε-carbobenzoxylysyl-2-pyrrolidinyl)methyl>-Ala-Pro-OCH3

There total 8 articles about N-α-pyroglutamyl-N^ε-carbobenzoxylysyl-2-pyrrolidinyl)methyl>-Ala-Pro-OCH3 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:

L-alanyl-L-proline (13485-59-1) → N-α-pyroglutamyl-Nε-carbobenzoxylysyl-2-pyrrolidinyl)methyl>-Ala-Pro-OCH3 (94670-63-0)

Guidance literature:

Multi-step reaction with 4 steps

1: methanol / 96 h

2: 1.) HCl, 2.) di-tert-butyldicarbonate, triethylamine / 1.) RT, 4 d, 2.) 24 h

3: 1.0 mol / Amberlyst 15 acidic resin / 168 h / 60 °C

4: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, 2 min, 2.) THF, -15 deg C, 1 h

With 4-methyl-morpholine; hydrogenchloride; di-tert-butyl dicarbonate; Amberlyst 15 acidic resin; triethylamine; isobutyl chloroformate; In methanol;

DOI:10.1021/jm00382a008

Reference yield:

(S)-N-(tert-butoxycarbonyl)proline methyl ester (59936-29-7) → N-α-pyroglutamyl-Nε-carbobenzoxylysyl-2-pyrrolidinyl)methyl>-Ala-Pro-OCH3 (94670-63-0)

Guidance literature:

Multi-step reaction with 5 steps

1: diisobutylaluminum hydride / toluene; hexane / 0.5 h

2: methanol / 96 h

3: 1.) HCl, 2.) di-tert-butyldicarbonate, triethylamine / 1.) RT, 4 d, 2.) 24 h

4: 1.0 mol / Amberlyst 15 acidic resin / 168 h / 60 °C

5: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, 2 min, 2.) THF, -15 deg C, 1 h

With 4-methyl-morpholine; hydrogenchloride; di-tert-butyl dicarbonate; Amberlyst 15 acidic resin; diisobutylaluminium hydride; triethylamine; isobutyl chloroformate; In methanol; hexane; toluene;

DOI:10.1021/jm00382a008

Reference yield:

Boc-L-Pro-H (69610-41-9,117625-90-8) → N-α-pyroglutamyl-Nε-carbobenzoxylysyl-2-pyrrolidinyl)methyl>-Ala-Pro-OCH3 (94670-63-0)

Guidance literature:

Multi-step reaction with 4 steps

1: methanol / 96 h

2: 1.) HCl, 2.) di-tert-butyldicarbonate, triethylamine / 1.) RT, 4 d, 2.) 24 h

3: 1.0 mol / Amberlyst 15 acidic resin / 168 h / 60 °C

4: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, 2 min, 2.) THF, -15 deg C, 1 h

With 4-methyl-morpholine; hydrogenchloride; di-tert-butyl dicarbonate; Amberlyst 15 acidic resin; triethylamine; isobutyl chloroformate; In methanol;

DOI:10.1021/jm00382a008

upstream raw materials:

L-alanyl-L-proline

(S)-N-(tert-butoxycarbonyl)proline methyl ester

Boc-L-Pro-H

N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride

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