N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipoyl-L-vinylglycine-D-valine benzhydrylester

Base Information

• Chemical Name: N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipoyl-L-vinylglycine-D-valine benzhydrylester
• CAS No.: 133388-91-7
• Molecular Formula: C₄₅H₅₁N₃O₁₀
• Molecular Weight: 793.914

Synonyms:N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipoyl-L-vinylglycine-D-valine benzhydrylester

Chemical Property of N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipoyl-L-vinylglycine-D-valine benzhydrylester

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Technology Process of N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipoyl-L-vinylglycine-D-valine benzhydrylester

There total 2 articles about N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipoyl-L-vinylglycine-D-valine benzhydrylester 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: 77.0%

N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipoyl-L-vinylglycine (133388-90-6) + D-valine benzhydryl ester, tosylate salt (71264-17-0) → N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipoyl-L-vinylglycine-D-valine benzhydrylester (133388-91-7)

Guidance literature:

With sodium sulfate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4020(01)90503-4

Reference yield:

N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipic acid (58635-29-3) → N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipoyl-L-vinylglycine-D-valine benzhydrylester (133388-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) isobutyl chloroformate, NEt₃, 2) NEt₃ / 1) THF, -15 deg C, 30 min, 2) H₂O, RT, 1h

2: 77 percent / EEDQ, NEt₃, Na₂SO₄ / CH₂Cl₂

With sodium sulfate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; isobutyl chloroformate; In dichloromethane;

DOI:10.1016/S0040-4020(01)90503-4

Reference yield: 77.0%

N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipoyl-L-vinylglycine-D-valine benzhydrylester (133388-91-7) → δ-L-α-aminoadipoyl-L-vinylglycine-D-valine (117472-46-5)

Guidance literature:

With methoxybenzene; trifluoroacetic acid; for 0.25h; Heating;

DOI:10.1016/S0040-4020(01)90503-4

upstream raw materials:

N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipoyl-L-vinylglycine

D-valine benzhydryl ester, tosylate salt

N-(4-methoxybenzyloxycarbonyl)-α-(4-methoxybenzylester)-δ-L-α-aminoadipic acid

Downstream raw materials:

δ-L-α-aminoadipoyl-L-vinylglycine-D-valine

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