(2S,4R)-4-((S)-3-Methyl-1-phenylcarbamoyl-butylcarbamoyl)-2-[4-(1-oxo-1,3-dihydro-isoindol-2-yl)-butyl]-6-(4-propyl-phenyl)-hexanoic acid tert-butyl ester

Base Information

Chemical Name:(2S,4R)-4-((S)-3-Methyl-1-phenylcarbamoyl-butylcarbamoyl)-2-[4-(1-oxo-1,3-dihydro-isoindol-2-yl)-butyl]-6-(4-propyl-phenyl)-hexanoic acid tert-butyl ester
CAS No.:197229-72-4
Molecular Formula:C₄₄H₅₉N₃O₅
Molecular Weight:709.97
Hs Code.:

(2S,4R)-4-((S)-3-Methyl-1-phenylcarbamoyl-butylcarbamoyl)-2-[4-(1-oxo-1,3-dihydro-isoindol-2-yl)-butyl]-6-(4-propyl-phenyl)-hexanoic acid tert-butyl ester

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Chemical Property of (2S,4R)-4-((S)-3-Methyl-1-phenylcarbamoyl-butylcarbamoyl)-2-[4-(1-oxo-1,3-dihydro-isoindol-2-yl)-butyl]-6-(4-propyl-phenyl)-hexanoic acid tert-butyl ester

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Technology Process of (2S,4R)-4-((S)-3-Methyl-1-phenylcarbamoyl-butylcarbamoyl)-2-[4-(1-oxo-1,3-dihydro-isoindol-2-yl)-butyl]-6-(4-propyl-phenyl)-hexanoic acid tert-butyl ester

There total 5 articles about (2S,4R)-4-((S)-3-Methyl-1-phenylcarbamoyl-butylcarbamoyl)-2-[4-(1-oxo-1,3-dihydro-isoindol-2-yl)-butyl]-6-(4-propyl-phenyl)-hexanoic 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:

: 103-65-1
phenylpropane

: 197229-72-4
(2S,4R)-4-((S)-3-Methyl-1-phenylcarbamoyl-butylcarbamoyl)-2-[4-(1-oxo-1,3-dihydro-isoindol-2-yl)-butyl]-6-(4-propyl-phenyl)-hexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: AlCl₃ / nitrobenzene

2: H₂ / Pd(OH)2-C / acetic acid / 760 Torr

3: 1) (COCl)2, 2) n-BuLi / 1) CH₂Cl₂, 2) THF

4: Cl₃Ti(O-i-Pr), (i-Pr)2NEt / CH₂Cl₂ / 0 °C

5: H₂O₂, LiOH / tetrahydrofuran; H₂O

6: 1) LDA, 2) EDC, 4-DMAP / 1) HMPA, THF

7: H₂ / Pd(OH)2-C / methanol / 760 Torr

8: EDC, HOBt / tetrahydrofuran

With dmap; lithium hydroxide; n-butyllithium; aluminium trichloride; oxalyl dichloride; titanium(IV) trichloride isopropoxide; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium hydroxide - carbon; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; nitrobenzene;
DOI:10.1016/0960-894X(96)00109-6

Reference yield:

: 162734-32-9
(R)-2-[2-(4-Propyl-phenyl)-ethyl]-pentanedioic acid 5-tert-butyl ester

: 197229-72-4
(2S,4R)-4-((S)-3-Methyl-1-phenylcarbamoyl-butylcarbamoyl)-2-[4-(1-oxo-1,3-dihydro-isoindol-2-yl)-butyl]-6-(4-propyl-phenyl)-hexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) LDA, 2) EDC, 4-DMAP / 1) HMPA, THF

2: H₂ / Pd(OH)2-C / methanol / 760 Torr

3: EDC, HOBt / tetrahydrofuran

With dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; lithium diisopropyl amide; palladium hydroxide - carbon; In tetrahydrofuran; methanol;
DOI:10.1016/0960-894X(96)00109-6

Reference yield:

: 162734-31-8
3-(4-(4-(1-n-Propyl)phenyl)butanoyl)-4(S)-phenylmethyl-2-oxazolidinone

: 197229-72-4
(2S,4R)-4-((S)-3-Methyl-1-phenylcarbamoyl-butylcarbamoyl)-2-[4-(1-oxo-1,3-dihydro-isoindol-2-yl)-butyl]-6-(4-propyl-phenyl)-hexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Cl₃Ti(O-i-Pr), (i-Pr)2NEt / CH₂Cl₂ / 0 °C

2: H₂O₂, LiOH / tetrahydrofuran; H₂O

3: 1) LDA, 2) EDC, 4-DMAP / 1) HMPA, THF

4: H₂ / Pd(OH)2-C / methanol / 760 Torr

5: EDC, HOBt / tetrahydrofuran

With dmap; lithium hydroxide; titanium(IV) trichloride isopropoxide; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium hydroxide - carbon; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/0960-894X(96)00109-6