ethyl (4R,5E,7S)-4-amino-8-(3-chlorophenyl)-7-hydroxy-5-octenoate trifluoroacetate

Base Information

Chemical Name:ethyl (4R,5E,7S)-4-amino-8-(3-chlorophenyl)-7-hydroxy-5-octenoate trifluoroacetate
CAS No.:1365177-44-1
Molecular Formula:C₂HF₃O₂*C₁₆H₂₂ClNO₃
Molecular Weight:425.833
Hs Code.:

Synonyms:ethyl (4R,5E,7S)-4-amino-8-(3-chlorophenyl)-7-hydroxy-5-octenoate trifluoroacetate

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Chemical Property of ethyl (4R,5E,7S)-4-amino-8-(3-chlorophenyl)-7-hydroxy-5-octenoate trifluoroacetate

Chemical Property:

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Technology Process of ethyl (4R,5E,7S)-4-amino-8-(3-chlorophenyl)-7-hydroxy-5-octenoate trifluoroacetate

There total 3 articles about ethyl (4R,5E,7S)-4-amino-8-(3-chlorophenyl)-7-hydroxy-5-octenoate trifluoroacetate 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:

: 1365177-41-8
C₂₁H₃₀ClNO₅

: 76-05-1
trifluoroacetic acid

: 1365177-44-1
ethyl (4R,5E,7S)-4-amino-8-(3-chlorophenyl)-7-hydroxy-5-octenoate trifluoroacetate

Guidance literature:: In dichloromethane; at 0 - 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.02.018

Reference yield:

: 597577-78-1
(4R)-4-t-butoxycarbonylamino-5-hydroxypentanoic acid ethyl ester

: 1365177-44-1
ethyl (4R,5E,7S)-4-amino-8-(3-chlorophenyl)-7-hydroxy-5-octenoate trifluoroacetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.67 h / -70 - -40 °C

1.2: 0.5 h / -40 - -5 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 20 °C

3.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1.08 h / 20 °C / Inert atmosphere

4.1: dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

With borane-THF; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; dichloromethane; toluene; mineral oil; 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.02.018

Reference yield:

: 494224-49-6
(R)-ethyl 4-(tert-butoxycarbonylamino)-5-oxopentanoate

: 1365177-44-1
ethyl (4R,5E,7S)-4-amino-8-(3-chlorophenyl)-7-hydroxy-5-octenoate trifluoroacetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 20 °C

2.1: borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1.08 h / 20 °C / Inert atmosphere

3.1: dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

With borane-THF; sodium hydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; dichloromethane; toluene; mineral oil; 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2012.02.018