N^α-(benzyloxycarbonyl)-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionic acid

Base Information

• Chemical Name: N^α-(benzyloxycarbonyl)-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionic acid
• CAS No.: 130581-75-8
• Molecular Formula: C₁₇H₂₄N₂O₆
• Molecular Weight: 352.387

Synonyms:N^α-(benzyloxycarbonyl)-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionic acid

Chemical Property of N^α-(benzyloxycarbonyl)-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionic acid

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Technology Process of N^α-(benzyloxycarbonyl)-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionic acid

There total 14 articles about N^α-(benzyloxycarbonyl)-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionic acid 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:

di-tert-butyl dicarbonate (24424-99-5) + Z-Dap(Me)-OH hydrochloride → Nα-(benzyloxycarbonyl)-Nβ-(tert-butoxycarbonyl)-Nβ-methyl-L-α,β-diaminopropionic acid (130581-75-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/ja029892o

Reference yield:

(S)-2-Benzyloxycarbonylamino-3-(tert-butoxycarbonyl-methyl-amino)-propionic acid methyl ester (138093-74-0) → Nα-(benzyloxycarbonyl)-Nβ-(tert-butoxycarbonyl)-Nβ-methyl-L-α,β-diaminopropionic acid (130581-75-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 0 ℃; for 14h;

DOI:10.1021/ja00029a031

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + N-(benzyloxycarbonyl)-β-methylamino-L-alanine (160885-20-1) → Nα-(benzyloxycarbonyl)-Nβ-(tert-butoxycarbonyl)-Nβ-methyl-L-α,β-diaminopropionic acid (130581-75-8)

Guidance literature:

di-tert-butyl dicarbonate; N-(benzyloxycarbonyl)-β-methylamino-L-alanine; With potassium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 12h;

With hydrogenchloride; In water; pH=2;

DOI:10.1021/jacs.1c09616

upstream raw materials:

(S)-2-Benzyloxycarbonylamino-3-(tert-butoxycarbonyl-methyl-amino)-propionic acid methyl ester

di-tert-butyl dicarbonate

((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester

N-[(benzyloxy)carbonyl]-3-[(tert-butoxycarbonyl)amino]-L-alanine

Downstream raw materials:

N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinyl-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionylglycyl-N⁵,N⁸-bis(tert-butoxycarbonyl)spermidine

3-epi-N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinyl-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionylglycyl-N⁵,N⁸-bis(tert-butoxycarbonyl)spermidine

N^α-(benzyloxycarbonyl)-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionylglycyl-N⁵,N⁸-bis(tert-butoxycarbonyl)spermidine

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