(S)-4-tert-Butoxycarbonylamino-4-{(S)-2-(4-hydroxy-phenyl)-1-[(S)-3-methyl-1-(morpholine-4-carbonyl)-butylcarbamoyl]-ethylcarbamoyl}-butyric acid tert-butyl ester

Base Information

• Chemical Name: (S)-4-tert-Butoxycarbonylamino-4-{(S)-2-(4-hydroxy-phenyl)-1-[(S)-3-methyl-1-(morpholine-4-carbonyl)-butylcarbamoyl]-ethylcarbamoyl}-butyric acid tert-butyl ester
• CAS No.: 192052-56-5
• Molecular Formula: C₃₃H₅₂N₄O₉
• Molecular Weight: 648.797
• Mol file: 192052-56-5.mol

Synonyms:

Chemical Property of (S)-4-tert-Butoxycarbonylamino-4-{(S)-2-(4-hydroxy-phenyl)-1-[(S)-3-methyl-1-(morpholine-4-carbonyl)-butylcarbamoyl]-ethylcarbamoyl}-butyric acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-tert-Butoxycarbonylamino-4-{(S)-2-(4-hydroxy-phenyl)-1-[(S)-3-methyl-1-(morpholine-4-carbonyl)-butylcarbamoyl]-ethylcarbamoyl}-butyric acid tert-butyl ester

There total 4 articles about (S)-4-tert-Butoxycarbonylamino-4-{(S)-2-(4-hydroxy-phenyl)-1-[(S)-3-methyl-1-(morpholine-4-carbonyl)-butylcarbamoyl]-ethylcarbamoyl}-butyric 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:

(S)-5-tert-butyl 1-(2,5-dioxopyrrolidin-1-yl) 2-((tert-butoxycarbonyl)amino)pentanedioate (32886-55-8) → (S)-4-tert-Butoxycarbonylamino-4-{(S)-2-(4-hydroxy-phenyl)-1-[(S)-3-methyl-1-(morpholine-4-carbonyl)-butylcarbamoyl]-ethylcarbamoyl}-butyric acid tert-butyl ester (192052-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / (ⁱPr)2EtN / dimethylformamide / 23 h / Ambient temperature

2: 99.5 percent / H₂ / 10percent Pd/C / ethanol; H₂O / 4 h / 760 Torr / Ambient temperature

3: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) CH₂Cl₂, -15 deg C, 5 min; 2.) CH₂Cl₂, 25 min, 0 deg C, then 2.5 h, room temp.

With 4-methyl-morpholine; hydrogen; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; palladium on activated charcoal; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19970800304

Reference yield:

N-L-tyrosyl-L-leucine benzyl ester; hydrochloride (114658-52-5) → (S)-4-tert-Butoxycarbonylamino-4-{(S)-2-(4-hydroxy-phenyl)-1-[(S)-3-methyl-1-(morpholine-4-carbonyl)-butylcarbamoyl]-ethylcarbamoyl}-butyric acid tert-butyl ester (192052-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / (ⁱPr)2EtN / dimethylformamide / 23 h / Ambient temperature

2: 99.5 percent / H₂ / 10percent Pd/C / ethanol; H₂O / 4 h / 760 Torr / Ambient temperature

3: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) CH₂Cl₂, -15 deg C, 5 min; 2.) CH₂Cl₂, 25 min, 0 deg C, then 2.5 h, room temp.

With 4-methyl-morpholine; hydrogen; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; palladium on activated charcoal; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19970800304

Reference yield:

(S)-2-[(S)-2-((S)-4-tert-Butoxycarbonyl-2-tert-butoxycarbonylamino-butyrylamino)-3-(4-hydroxy-phenyl)-propionylamino]-4-methyl-pentanoic acid benzyl ester (192052-54-3) → (S)-4-tert-Butoxycarbonylamino-4-{(S)-2-(4-hydroxy-phenyl)-1-[(S)-3-methyl-1-(morpholine-4-carbonyl)-butylcarbamoyl]-ethylcarbamoyl}-butyric acid tert-butyl ester (192052-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99.5 percent / H₂ / 10percent Pd/C / ethanol; H₂O / 4 h / 760 Torr / Ambient temperature

2: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) CH₂Cl₂, -15 deg C, 5 min; 2.) CH₂Cl₂, 25 min, 0 deg C, then 2.5 h, room temp.

With 4-methyl-morpholine; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In ethanol; water;

DOI:10.1002/hlca.19970800304

upstream raw materials:

morpholine

(S)-2-[(S)-2-((S)-4-tert-Butoxycarbonyl-2-tert-butoxycarbonylamino-butyrylamino)-3-(4-hydroxy-phenyl)-propionylamino]-4-methyl-pentanoic acid

(S)-5-tert-butyl 1-(2,5-dioxopyrrolidin-1-yl) 2-((tert-butoxycarbonyl)amino)pentanedioate

N-L-tyrosyl-L-leucine benzyl ester; hydrochloride

Downstream raw materials:

Boc-Glu(O^tBu)-Tyr[CO(CH₂)4CO-bzoc⁶A(=CMe₂)]-Leu-morpholine