N^α-(benzyloxycarbonyl)asparaginyl-O-(benzyl)glutamyl-O-(dimethylphosphono)tyrosyl-O-(benzyl)threonylalanine benzyl ester

Base Information

• Chemical Name: N^α-(benzyloxycarbonyl)asparaginyl-O-(benzyl)glutamyl-O-(dimethylphosphono)tyrosyl-O-(benzyl)threonylalanine benzyl ester
• CAS No.: 126496-75-1
• Molecular Formula: C₅₆H₆₅N₆O₁₆P
• Molecular Weight: 1109.14

Synonyms:N^α-(benzyloxycarbonyl)asparaginyl-O-(benzyl)glutamyl-O-(dimethylphosphono)tyrosyl-O-(benzyl)threonylalanine benzyl ester

Chemical Property of N^α-(benzyloxycarbonyl)asparaginyl-O-(benzyl)glutamyl-O-(dimethylphosphono)tyrosyl-O-(benzyl)threonylalanine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N^α-(benzyloxycarbonyl)asparaginyl-O-(benzyl)glutamyl-O-(dimethylphosphono)tyrosyl-O-(benzyl)threonylalanine benzyl ester

There total 7 articles about N^α-(benzyloxycarbonyl)asparaginyl-O-(benzyl)glutamyl-O-(dimethylphosphono)tyrosyl-O-(benzyl)threonylalanine 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:

N-Boc-O-benzyl-L-threonine (15260-10-3) → Nα-(benzyloxycarbonyl)asparaginyl-O-(benzyl)glutamyl-O-(dimethylphosphono)tyrosyl-O-(benzyl)threonylalanine benzyl ester (126496-75-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -20 deg C, 3 min, 2.) THF, DMF, -20 deg C, 2 h

2: 4 M HCl / dioxane / 0.33 h / 20 °C

3: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -20 deg C, 3 min, 2.) THF, DMF, -30 deg C, 2 h

4: 4 M HCl / dioxane / 0.33 h / 20 °C

5: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -20 deg C, 3 min, 2.) THF, DMF, -30 deg C, 2 h

6: 4 M HCl / dioxane / 0.33 h / 20 °C

7: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -20 deg C, 3 min, 2.) THF, DMF, -30 deg C, 2 h

With 4-methyl-morpholine; hydrogenchloride; isobutyl chloroformate; In 1,4-dioxane;

Reference yield:

L-alanine benzyl ester hydrochloride (5557-81-3,5557-83-5,34404-37-0) → Nα-(benzyloxycarbonyl)asparaginyl-O-(benzyl)glutamyl-O-(dimethylphosphono)tyrosyl-O-(benzyl)threonylalanine benzyl ester (126496-75-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -20 deg C, 3 min, 2.) THF, DMF, -20 deg C, 2 h

2: 4 M HCl / dioxane / 0.33 h / 20 °C

3: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -20 deg C, 3 min, 2.) THF, DMF, -30 deg C, 2 h

4: 4 M HCl / dioxane / 0.33 h / 20 °C

5: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -20 deg C, 3 min, 2.) THF, DMF, -30 deg C, 2 h

6: 4 M HCl / dioxane / 0.33 h / 20 °C

7: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -20 deg C, 3 min, 2.) THF, DMF, -30 deg C, 2 h

With 4-methyl-morpholine; hydrogenchloride; isobutyl chloroformate; In 1,4-dioxane;

Reference yield:

Nα-(t-butoxycarbonyl)-O-(benzyl)threonylalanine benzyl ester (126496-70-6) → Nα-(benzyloxycarbonyl)asparaginyl-O-(benzyl)glutamyl-O-(dimethylphosphono)tyrosyl-O-(benzyl)threonylalanine benzyl ester (126496-75-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 4 M HCl / dioxane / 0.33 h / 20 °C

2: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -20 deg C, 3 min, 2.) THF, DMF, -30 deg C, 2 h

3: 4 M HCl / dioxane / 0.33 h / 20 °C

4: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -20 deg C, 3 min, 2.) THF, DMF, -30 deg C, 2 h

5: 4 M HCl / dioxane / 0.33 h / 20 °C

6: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -20 deg C, 3 min, 2.) THF, DMF, -30 deg C, 2 h

With 4-methyl-morpholine; hydrogenchloride; isobutyl chloroformate; In 1,4-dioxane;

upstream raw materials:

N-Boc-O-benzyl-L-threonine

L-alanine benzyl ester hydrochloride

N^α-(t-butoxycarbonyl)-O-(benzyl)threonylalanine benzyl ester

N^α-(t-butoxycarbonyl)-O-(dimethylphosphono)tyrosyl-O-(benzyl)threonylalanine benzyl ester

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