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

Base Information

• Chemical Name: [5-benzyloxycarbonylamino-2-(2-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoylamino]-3-phenyl-propionylamino}-3-methyl-2-trifluoromethyl-butyrylamino)-pentanoylamino]-acetic acid tert-butyl ester
• CAS No.: 881853-83-4
• Molecular Formula: C₅₄H₆₃F₃N₆O₁₀
• Molecular Weight: 1013.12
• Mol file: 881853-83-4.mol

Synonyms:[5-benzyloxycarbonylamino-2-(2-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoylamino]-3-phenyl-propionylamino}-3-methyl-2-trifluoromethyl-butyrylamino)-pentanoylamino]-acetic acid tert-butyl ester

Chemical Property of [5-benzyloxycarbonylamino-2-(2-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoylamino]-3-phenyl-propionylamino}-3-methyl-2-trifluoromethyl-butyrylamino)-pentanoylamino]-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [5-benzyloxycarbonylamino-2-(2-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoylamino]-3-phenyl-propionylamino}-3-methyl-2-trifluoromethyl-butyrylamino)-pentanoylamino]-acetic acid tert-butyl ester

There total 7 articles about [5-benzyloxycarbonylamino-2-(2-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoylamino]-3-phenyl-propionylamino}-3-methyl-2-trifluoromethyl-butyrylamino)-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) → [5-benzyloxycarbonylamino-2-(2-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoylamino]-3-phenyl-propionylamino}-3-methyl-2-trifluoromethyl-butyrylamino)-pentanoylamino]-acetic acid tert-butyl ester (881853-83-4)

Guidance literature:

Multi-step reaction with 5 steps

1: CH₂Cl₂ / 3 h / 0 - 20 °C

2: BBr₃ / CH₂Cl₂ / 4 h / Heating

3: HATU; DIEA / acetonitrile / 1 h

4: NH₂NH₂*H₂O / ethanol / 1.5 h / Heating

5: HOBT; TBTU; DIEA / acetonitrile / 1 h

With boron tribromide; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrazine hydrate; 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 ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jm0511334

Reference yield:

(+/-)-(α-trifluoromethyl)Val-OEt → [5-benzyloxycarbonylamino-2-(2-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoylamino]-3-phenyl-propionylamino}-3-methyl-2-trifluoromethyl-butyrylamino)-pentanoylamino]-acetic acid tert-butyl ester (881853-83-4)

Guidance literature:

Multi-step reaction with 5 steps

1: CH₂Cl₂ / 3 h / 0 - 20 °C

2: BBr₃ / CH₂Cl₂ / 4 h / Heating

3: HATU; DIEA / acetonitrile / 1 h

4: NH₂NH₂*H₂O / ethanol / 1.5 h / Heating

5: HOBT; TBTU; DIEA / acetonitrile / 1 h

With boron tribromide; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrazine hydrate; 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 ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jm0511334

Reference yield:

2-[(R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3-methyl-2-trifluoromethyl-butyric acid → [5-benzyloxycarbonylamino-2-(2-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoylamino]-3-phenyl-propionylamino}-3-methyl-2-trifluoromethyl-butyrylamino)-pentanoylamino]-acetic acid tert-butyl ester (881853-83-4)

Guidance literature:

Multi-step reaction with 3 steps

1: HATU; DIEA / acetonitrile / 1 h

2: NH₂NH₂*H₂O / ethanol / 1.5 h / Heating

3: HOBT; TBTU; DIEA / acetonitrile / 1 h

With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrazine hydrate; 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 ethanol; acetonitrile;

DOI:10.1021/jm0511334

upstream raw materials:

2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoic acid

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

2-[(R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3-methyl-2-trifluoromethyl-butyric acid ethyl ester

((S)-5-Benzyloxycarbonylamino-2-{2-[(R)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-3-methyl-2-trifluoromethyl-butyrylamino}-pentanoylamino)-acetic acid tert-butyl ester

Downstream raw materials:

((S)-2-{2-[(R)-2-((S)-2-Amino-pent-4-enoylamino)-3-phenyl-propionylamino]-3-methyl-2-trifluoromethyl-butyrylamino}-5-benzyloxycarbonylamino-pentanoylamino)-acetic acid

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