[1S-(1α,2α,3β)]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-carboxy-3-phenylcyclopropane

Base Information

• Chemical Name: [1S-(1α,2α,3β)]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-carboxy-3-phenylcyclopropane
• CAS No.: 264921-60-0
• Molecular Formula: C₂₂H₃₁NO₆
• Molecular Weight: 405.491

Synonyms:[1S-(1α,2α,3β)]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-carboxy-3-phenylcyclopropane

Chemical Property of [1S-(1α,2α,3β)]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-carboxy-3-phenylcyclopropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of [1S-(1α,2α,3β)]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-carboxy-3-phenylcyclopropane

There total 3 articles about [1S-(1α,2α,3β)]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-carboxy-3-phenylcyclopropane 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: 85.0%

[1S-(1α,2α,3β)]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-hydroxymethyl-3-phenylcyclopropane (264921-59-7) → [1S-(1α,2α,3β)]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-carboxy-3-phenylcyclopropane (264921-60-0)

Guidance literature:

With ruthenium trichloride; sodium periodate; sodium hydrogencarbonate; In chloroform; water; acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1021/jo991288h

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → [1S-(1α,2α,3β)]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-carboxy-3-phenylcyclopropane (264921-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.91 g / acetonitrile / 72 h / 20 °C

2: 85 percent / RuCl₃; NaIO₄; NaHCO₃ / acetonitrile; CHCl₃; H₂O / 0.5 h / 20 °C

With ruthenium trichloride; sodium periodate; sodium hydrogencarbonate; In chloroform; water; acetonitrile; 1: Condensation / 2: Oxidation;

DOI:10.1021/jo991288h

Reference yield:

(S)-2-(2-Hydroxymethyl-3-phenyl-cyclopropylamino)-4-methyl-pentanoic acid methyl ester → [1S-(1α,2α,3β)]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-carboxy-3-phenylcyclopropane (264921-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.91 g / acetonitrile / 72 h / 20 °C

2: 85 percent / RuCl₃; NaIO₄; NaHCO₃ / acetonitrile; CHCl₃; H₂O / 0.5 h / 20 °C

With ruthenium trichloride; sodium periodate; sodium hydrogencarbonate; In chloroform; water; acetonitrile; 1: Condensation / 2: Oxidation;

DOI:10.1021/jo991288h

upstream raw materials:

[1S-(1α,2α,3β)]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-hydroxymethyl-3-phenylcyclopropane

di-tert-butyl dicarbonate

Downstream raw materials:

2-{tert-butoxycarbonyl-[2-({2-[2-[2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionylamino]-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclopropanecarbonyl}-amino)-3-phenyl-cyclopropyl]-amino}-4-methyl-pentanoic acid methyl ester

N-[1S-(1α,2α,3β)]-2-[N-(tert-butoxycarbonyl)-L-tyrosine-t-butyl ether-L-glycine-L-glycine]-3-phenylcyclopropane-1-N-(tert-butoxycarbonyl)-L-leucine methyl ester

[1S-(1α,2α,3β)]-2-[(allyloxycarbonyl)amino]-1-[N-(tert-butoxycarbonyl)-L-leucine methyl ester]-2-carboxy-3-phenylcyclopropane

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