(4R,5R)-methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate

Base Information

Chemical Name:(4R,5R)-methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate
CAS No.:1388625-11-3
Molecular Formula:C₁₈H₁₈Cl₂O₃
Molecular Weight:353.245
Hs Code.:

Synonyms:(4R,5R)-methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate

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Chemical Property of (4R,5R)-methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate

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Technology Process of (4R,5R)-methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate

There total 4 articles about (4R,5R)-methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate 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: 72.8%

: 1352074-47-5
methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-oxopentanoate

: 67-63-0,8013-70-5
isopropyl alcohol

: 1388625-11-3
(4R,5R)-methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate

: 1388625-10-2
(4R,5R)-isopropyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate

Guidance literature:: methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-oxopentanoate; isopropyl alcohol; With RuCI₂[(R)xylbinap][(R)-daipen]; potassium tert-butylate; In toluene; at 20 ℃; for 2.25h; Inert atmosphere;

With hydrogen; In toluene; at 20 ℃; for 72h; under 2585.81 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja305123v

Reference yield:

: 108-37-2
1-bromo-3-chlorobenzene

: 1388625-11-3
(4R,5R)-methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate

: 1388625-10-2
(4R,5R)-isopropyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / tetrahydrofuran / 70 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3.1: RuCI₂[(R)xylbinap][(R)-daipen]; potassium tert-butylate / toluene / 2.25 h / 20 °C / Inert atmosphere

3.2: 72 h / 20 °C / 2585.81 Torr / Inert atmosphere

With RuCI₂[(R)xylbinap][(R)-daipen]; potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In tetrahydrofuran; toluene;
DOI:10.1021/ja305123v

Reference yield:

: 68968-12-7
2-(3-chlorophenyl)-1-(4-chlorophenyl)ethan-1-one

: 1388625-11-3
(4R,5R)-methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate

: 1388625-10-2
(4R,5R)-isopropyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2.1: RuCI₂[(R)xylbinap][(R)-daipen]; potassium tert-butylate / toluene / 2.25 h / 20 °C / Inert atmosphere

2.2: 72 h / 20 °C / 2585.81 Torr / Inert atmosphere

With RuCI₂[(R)xylbinap][(R)-daipen]; potassium tert-butylate; In tetrahydrofuran; toluene;
DOI:10.1021/ja305123v