((S)-3-Carbamoyl-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-propyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: ((S)-3-Carbamoyl-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-propyl)-carbamic acid tert-butyl ester
• CAS No.: 1055032-66-0
• Molecular Formula: C₂₉H₅₀N₄O₇
• Molecular Weight: 566.739

Synonyms:

Chemical Property of ((S)-3-Carbamoyl-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-propyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of ((S)-3-Carbamoyl-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-propyl)-carbamic acid tert-butyl ester

There total 5 articles about ((S)-3-Carbamoyl-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-propyl)-carbamic acid tert-butyl 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:

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → ((S)-3-Carbamoyl-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-propyl)-carbamic acid tert-butyl ester (1055032-66-0)

Guidance literature:

Multi-step reaction with 3 steps

1: diethylphosphoryl cyanide, Et₃N / dimethylformamide / 4 h / Ambient temperature

2: 4 N HCl / dioxane / 0.5 h / Ambient temperature

3: diethylphosphoryl cyanide, Et₃N / dimethylformamide / 3 h / Ambient temperature

With hydrogenchloride; diethylphosphoryl cyanide; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.42.534

Reference yield:

(3R,5S,1'S)-5-(1'-tert-butoxycarbonylamino-2'-cyclohexylethyl)-3-methyldihydrofuran-2(3H)-one (132094-22-5) → ((S)-3-Carbamoyl-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-propyl)-carbamic acid tert-butyl ester (1055032-66-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 4 N HCl / dioxane / 0.5 h / Ambient temperature

2: diethylphosphoryl cyanide, Et₃N / dimethylformamide / 4 h / Ambient temperature

3: 4 N HCl / dioxane / 0.5 h / Ambient temperature

4: diethylphosphoryl cyanide, Et₃N / dimethylformamide / 3 h / Ambient temperature

With hydrogenchloride; diethylphosphoryl cyanide; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.42.534

Reference yield:

(3R,5S)-5-((S)-1-Amino-2-cyclohexyl-ethyl)-3-methyl-dihydro-furan-2-one; hydrochloride → ((S)-3-Carbamoyl-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-propyl)-carbamic acid tert-butyl ester (1055032-66-0)

Guidance literature:

Multi-step reaction with 3 steps

1: diethylphosphoryl cyanide, Et₃N / dimethylformamide / 4 h / Ambient temperature

2: 4 N HCl / dioxane / 0.5 h / Ambient temperature

3: diethylphosphoryl cyanide, Et₃N / dimethylformamide / 3 h / Ambient temperature

With hydrogenchloride; diethylphosphoryl cyanide; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.42.534

upstream raw materials:

Boc-Gln-OH

N-(tert-butyloxycarbonyl)-L-isoleucine

(3R,5S,1'S)-5-(1'-tert-butoxycarbonylamino-2'-cyclohexylethyl)-3-methyldihydrofuran-2(3H)-one

{(1S,2S)-1-[(S)-2-Cyclohexyl-1-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethylcarbamoyl]-2-methyl-butyl}-carbamic acid tert-butyl ester

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