(S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-tert-butoxycarbonylamino-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-tert-butoxycarbonylamino-pentanoic acid methyl ester
• CAS No.: 123125-66-6
• Molecular Formula: C₂₄H₃₆N₂O₈
• Molecular Weight: 480.558

Synonyms:(S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-tert-butoxycarbonylamino-pentanoic acid methyl ester

Chemical Property of (S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-tert-butoxycarbonylamino-pentanoic acid methyl ester

Chemical Property:

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Technology Process of (S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-tert-butoxycarbonylamino-pentanoic acid methyl ester

There total 6 articles about (S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-tert-butoxycarbonylamino-pentanoic acid methyl 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:

Nδ-(tert-butoxycarbonyl)-L-ornithine (13650-49-2,184576-63-4) → (S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-tert-butoxycarbonylamino-pentanoic acid methyl ester (123125-66-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) NaBH₃CN / 2.) MeOH

With sodium cyanoborohydride;

DOI:10.1021/ja00202a067

Reference yield:

δ-N-(tert-butyloxycarbonyl)-α-N-(2,4-dimethoxybenzyl)-L-ornithine (131196-55-9) → (S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-tert-butoxycarbonylamino-pentanoic acid methyl ester (123125-66-6)

Guidance literature:

DOI:10.1021/ja00202a067

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-tert-butoxycarbonylamino-pentanoic acid (131196-61-7) → (S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-tert-butoxycarbonylamino-pentanoic acid methyl ester (123125-66-6)

Guidance literature:

In diethyl ether; at 0 ℃; Yield given;

DOI:10.1021/ja00181a035

upstream raw materials:

diazomethane

(S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-tert-butoxycarbonylamino-pentanoic acid

N^δ-(tert-butoxycarbonyl)-L-ornithine

δ-N-(tert-butyloxycarbonyl)-α-N-(2,4-dimethoxybenzyl)-L-ornithine

Downstream raw materials:

(S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-amino-pentanoic acid methyl ester; compound with acetic acid

(S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-amino-pentanoic acid methyl ester; compound with 2,2-dimethyl-propionic acid

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