((S)-2-{2-Benzyl-2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3,3,3-trifluoro-propionylamino}-5-benzyloxycarbonylamino-pentanoylamino)-acetic acid tert-butyl ester

Base Information

• Chemical Name: ((S)-2-{2-Benzyl-2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3,3,3-trifluoro-propionylamino}-5-benzyloxycarbonylamino-pentanoylamino)-acetic acid tert-butyl ester
• CAS No.: 653587-57-6
• Molecular Formula: C₄₆H₄₈F₃N₅O₉
• Molecular Weight: 871.91
• Mol file: 653587-57-6.mol

Synonyms:

Chemical Property of ((S)-2-{2-Benzyl-2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3,3,3-trifluoro-propionylamino}-5-benzyloxycarbonylamino-pentanoylamino)-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-2-{2-Benzyl-2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3,3,3-trifluoro-propionylamino}-5-benzyloxycarbonylamino-pentanoylamino)-acetic acid tert-butyl ester

There total 5 articles about ((S)-2-{2-Benzyl-2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3,3,3-trifluoro-propionylamino}-5-benzyloxycarbonylamino-pentanoylamino)-acetic 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:

(R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl bromide (653587-69-0) → ((S)-2-{2-Benzyl-2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3,3,3-trifluoro-propionylamino}-5-benzyloxycarbonylamino-pentanoylamino)-acetic acid tert-butyl ester (653587-57-6)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂ / 3 h / 0 - 20 °C

2: BBr₃ / CH₂Cl₂ / 4 h / Heating

3: HATU; DIEA / acetonitrile / 1 h

With boron tribromide; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; acetonitrile;

DOI:10.1021/jm0511334

Reference yield:

2-benzyl-2-benzyloxycarbonylamino-3,3,3-trifluoro-propionic acid ethyl ester → ((S)-2-{2-Benzyl-2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3,3,3-trifluoro-propionylamino}-5-benzyloxycarbonylamino-pentanoylamino)-acetic acid tert-butyl ester (653587-57-6)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂ / 3 h / 0 - 20 °C

2: BBr₃ / CH₂Cl₂ / 4 h / Heating

3: HATU; DIEA / acetonitrile / 1 h

With boron tribromide; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; acetonitrile;

DOI:10.1021/jm0511334

Reference yield:

2-Benzyl-2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3,3,3-trifluoro-propionic acid ethyl ester (653587-54-3) → ((S)-2-{2-Benzyl-2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3,3,3-trifluoro-propionylamino}-5-benzyloxycarbonylamino-pentanoylamino)-acetic acid tert-butyl ester (653587-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1: BBr₃ / CH₂Cl₂ / 4 h / Heating

2: HATU; DIEA / acetonitrile / 1 h

With boron tribromide; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; acetonitrile;

DOI:10.1021/jm0511334

upstream raw materials:

2-Benzyl-2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3,3,3-trifluoro-propionic acid

(R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionyl bromide

2-Benzyl-2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3,3,3-trifluoro-propionic acid ethyl ester

(R)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionic acid

Downstream raw materials:

{(S)-2-[2-((R)-2-Amino-3-phenyl-propionylamino)-2-benzyl-3,3,3-trifluoro-propionylamino]-5-benzyloxycarbonylamino-pentanoylamino}-acetic acid tert-butyl ester

[2-(2-benzyl-2-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoylamino]-3-phenyl-propionylamino}-3,3,3-trifluoro-propionylamino)-5-benzyloxycarbonylamino-pentanoylamino]-acetic acid tert-butyl ester

((S)-2-{2-[(R)-2-((S)-2-Amino-pent-4-enoylamino)-3-phenyl-propionylamino]-2-benzyl-3,3,3-trifluoro-propionylamino}-5-benzyloxycarbonylamino-pentanoylamino)-acetic acid

[3-((2S,8S,11R)-8-Allyl-11,14-dibenzyl-3,6,9,12,15-pentaoxo-14-trifluoromethyl-1,4,7,10,13-pentaaza-cyclopentadec-2-yl)-propyl]-carbamic acid benzyl ester