t-butyl (2S,3S)-3-methyl-1-((2R)-2-(4-(2-methylpentyloxy)phenyl)-2-((S)-2-phenylpropanamido)ethylamino)-1-oxopentan-2-ylcarbamate

Base Information

• Chemical Name: t-butyl (2S,3S)-3-methyl-1-((2R)-2-(4-(2-methylpentyloxy)phenyl)-2-((S)-2-phenylpropanamido)ethylamino)-1-oxopentan-2-ylcarbamate
• CAS No.: 1287286-39-8
• Molecular Formula: C₃₄H₅₁N₃O₅
• Molecular Weight: 581.796
• Mol file: 1287286-39-8.mol

Synonyms:t-butyl (2S,3S)-3-methyl-1-((2R)-2-(4-(2-methylpentyloxy)phenyl)-2-((S)-2-phenylpropanamido)ethylamino)-1-oxopentan-2-ylcarbamate

Chemical Property of t-butyl (2S,3S)-3-methyl-1-((2R)-2-(4-(2-methylpentyloxy)phenyl)-2-((S)-2-phenylpropanamido)ethylamino)-1-oxopentan-2-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of t-butyl (2S,3S)-3-methyl-1-((2R)-2-(4-(2-methylpentyloxy)phenyl)-2-((S)-2-phenylpropanamido)ethylamino)-1-oxopentan-2-ylcarbamate

There total 10 articles about t-butyl (2S,3S)-3-methyl-1-((2R)-2-(4-(2-methylpentyloxy)phenyl)-2-((S)-2-phenylpropanamido)ethylamino)-1-oxopentan-2-ylcarbamate 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: 60.0%

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) + (2S)-N-{(1R)-2-amino-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylpropanamide (1287285-96-4) → t-butyl (2S,3S)-3-methyl-1-((2R)-2-(4-(2-methylpentyloxy)phenyl)-2-((S)-2-phenylpropanamido)ethylamino)-1-oxopentan-2-ylcarbamate (1287286-39-8)

Guidance literature:

N-(tert-butyloxycarbonyl)-L-isoleucine; (2S)-N-{(1R)-2-amino-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylpropanamide; With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 0 - 20 ℃; for 3h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

(S)-2-Phenylpropionic acid (7782-24-3) → t-butyl (2S,3S)-3-methyl-1-((2R)-2-(4-(2-methylpentyloxy)phenyl)-2-((S)-2-phenylpropanamido)ethylamino)-1-oxopentan-2-ylcarbamate (1287286-39-8)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2: hydrogen / palladium 10% on activated carbon / ethanol / 1 h / 2068.65 Torr

3: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 3 h / 0 - 20 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; HATU; palladium 10% on activated carbon; In ethanol; dichloromethane;

Reference yield:

methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride (57591-61-4,68697-60-9,127369-30-6,134694-94-3) → t-butyl (2S,3S)-3-methyl-1-((2R)-2-(4-(2-methylpentyloxy)phenyl)-2-((S)-2-phenylpropanamido)ethylamino)-1-oxopentan-2-ylcarbamate (1287286-39-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: triphenylphosphine / tetrahydrofuran / 0.17 h

2.2: 18 h / 20 °C

3.1: lithium chloride; sodium tetrahydroborate / ethanol; tetrahydrofuran / 0 - 20 °C

3.2: 0 °C

4.1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

5.1: sodium azide / N,N-dimethyl-formamide / 1 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

8.1: hydrogen / palladium 10% on activated carbon / ethanol / 1 h / 2068.65 Torr

9.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 3 h / 0 - 20 °C

With sodium tetrahydroborate; sodium azide; carbon tetrabromide; hydrogen; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; lithium chloride; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-isoleucine

(2S)-N-{(1R)-2-amino-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylpropanamide

(S)-2-Phenylpropionic acid

(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate

Downstream raw materials:

(2S,3S)-2-amino-3-methyl-N-((2R)-2-(4-(2-methylpentyloxy)phenyl)-2-((S)-2-phenylpropanamido)ethyl)pentanamide