(3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-diazo-5-methyl-2-hexanone

Base Information

• Chemical Name: (3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-diazo-5-methyl-2-hexanone
• CAS No.: 116614-39-2
• Molecular Formula: C₂₁H₃₀N₄O₄
• Molecular Weight: 402.494

Synonyms:(3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-diazo-5-methyl-2-hexanone

Chemical Property of (3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-diazo-5-methyl-2-hexanone

Chemical Property:

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Technology Process of (3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-diazo-5-methyl-2-hexanone

There total 2 articles about (3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-diazo-5-methyl-2-hexanone 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-benzyloxycarbonyl-L-leucyl-L-leucine (7801-71-0) → (3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-diazo-5-methyl-2-hexanone (116614-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / tetrahydrofuran / 0.25 h / -40 °C

2: tetrahydrofuran / 0 °C

With 4-methyl-morpholine; In tetrahydrofuran;

DOI:10.1021/jm980249f

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-benzyloxycarbonyl-L-leucyl-L-leucine (7801-71-0) → (3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-diazo-5-methyl-2-hexanone (116614-39-2)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; Multistep reaction; 1) THF, -40 deg C, 15 min; 2) THF, ether, 0 deg C, 16 h;

DOI:10.1016/S0968-0896(99)00011-5

Reference yield: 37.0%

propan-1-ol (71-23-8) + (3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-diazo-5-methyl-2-hexanone (116614-39-2) → {(S)-3-Methyl-1-[(S)-3-methyl-1-(2-propoxy-acetyl)-butylcarbamoyl]-butyl}-carbamic acid benzyl ester

Guidance literature:

With rhodium(II) acetate; for 2h; Ambient temperature;

DOI:10.1016/S0968-0896(99)00011-5

upstream raw materials:

diazomethane

N-benzyloxycarbonyl-L-leucyl-L-leucine

Downstream raw materials:

(3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-bromo-5-methyl-2-hexanone

(3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-hydropxy-5-methyl-2-hexanone

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