(S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyric acid benzyl ester

Base Information

• Chemical Name: (S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyric acid benzyl ester
• CAS No.: 174747-53-6
• Molecular Formula: C₂₉H₄₇N₃O₆
• Molecular Weight: 533.709
• Mol file: 174747-53-6.mol

Synonyms:

Chemical Property of (S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyric acid benzyl ester

There total 1 articles about (S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyric acid benzyl 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: 63.8%

1,3-dioxoisoindolin-2-yl (tert-butoxycarbonyl)-L-leucinate (91837-46-6) + [(1R)-1-[(((1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl)amino)carbonyl]-3-methylbutyl]amminium trifluoroacetate → (S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyric acid benzyl ester (174747-53-6)

Guidance literature:

With triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.44.5

Reference yield:

(S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyric acid benzyl ester (174747-53-6) → (S)-3-{(S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyrylamino}-N-{(R)-3-methyl-1-[N'-(2,2,2-trichloro-ethoxycarbonyl)-hydrazinocarbonyl]-butyl}-succinamic acid benzyl ester (174747-55-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 99.6 percent / hydrazine hydrate / methanol / Ambient temperature

2: isoamyl nitrite, HCl / dioxane / 0.5 h / -20 °C

3: Et₃N / dimethylformamide / 96 h / 4 °C

With hydrogenchloride; hydrazine hydrate; triethylamine; isopentyl nitrite; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.44.5

Reference yield:

(S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyric acid benzyl ester (174747-53-6) → (S)-3-{(S)-2-[(R)-2-((S)-2-Amino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyrylamino}-N-{(R)-3-methyl-1-[N'-(2,2,2-trichloro-ethoxycarbonyl)-hydrazinocarbonyl]-butyl}-succinamic acid benzyl ester; compound with trifluoro-acetic acid

Guidance literature:

Multi-step reaction with 4 steps

1: 99.6 percent / hydrazine hydrate / methanol / Ambient temperature

2: isoamyl nitrite, HCl / dioxane / 0.5 h / -20 °C

3: Et₃N / dimethylformamide / 96 h / 4 °C

4: anisole / 1 h / 0 °C

With hydrogenchloride; hydrazine hydrate; methoxybenzene; triethylamine; isopentyl nitrite; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.44.5

upstream raw materials:

1,3-dioxoisoindolin-2-yl (tert-butoxycarbonyl)-L-leucinate

Downstream raw materials:

(S)-3-{(S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyrylamino}-N-{(R)-3-methyl-1-[N'-(2,2,2-trichloro-ethoxycarbonyl)-hydrazinocarbonyl]-butyl}-succinamic acid benzyl ester