(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-benzyloxy-2-benzyloxymethoxy-2-((1S,2R,4S)-2-hydroxy-4-vinyl-cyclohexyl)-propyl ester

Base Information

Chemical Name:(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-benzyloxy-2-benzyloxymethoxy-2-((1S,2R,4S)-2-hydroxy-4-vinyl-cyclohexyl)-propyl ester
CAS No.:88728-98-7
Molecular Formula:C₃₆H₄₁F₃O₇
Molecular Weight:642.713
Hs Code.:

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-benzyloxy-2-benzyloxymethoxy-2-((1S,2R,4S)-2-hydroxy-4-vinyl-cyclohexyl)-propyl ester

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Chemical Property of (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-benzyloxy-2-benzyloxymethoxy-2-((1S,2R,4S)-2-hydroxy-4-vinyl-cyclohexyl)-propyl ester

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Technology Process of (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-benzyloxy-2-benzyloxymethoxy-2-((1S,2R,4S)-2-hydroxy-4-vinyl-cyclohexyl)-propyl ester

There total 8 articles about (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-benzyloxy-2-benzyloxymethoxy-2-((1S,2R,4S)-2-hydroxy-4-vinyl-cyclohexyl)-propyl 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: 81.0%

: 88670-99-9
(1R,2S,5S)-2-((S)-2-Benzyloxy-1-benzyloxymethoxy-1-hydroxymethyl-ethyl)-5-vinyl-cyclohexanol

: 88728-98-7
(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-benzyloxy-2-benzyloxymethoxy-2-((1S,2R,4S)-2-hydroxy-4-vinyl-cyclohexyl)-propyl ester

Guidance literature:: DOI:10.1021/jo00179a018

Reference yield:

: 82167-73-5
(4S)-7-<(benzyloxy)methoxy>-p-mentha-1,8-diene-7-carbonitrile

: 88728-98-7
(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-benzyloxy-2-benzyloxymethoxy-2-((1S,2R,4S)-2-hydroxy-4-vinyl-cyclohexyl)-propyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) thexylborane 2.) 30percent H₂O₂, NaOAc / 1.a.) -40 deg C 1.b.) 3 h, 23 deg C 2.) 1 h, 50 deg C

2: 40percent aqueous KOH / ethanol / 2 h / 120 °C

3: triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / -20 °C

4: Jones reagent / acetone / 0.5 h / 0 °C

5: 1.) cupric acetate monohydrate 2.) lead tetraacetate / pyridine / 1.) 0.5 h, room temperature 2a.) 1 h, 23 deg C 2b.) 2 h, 80 deg C

6: LDA / 1.) -78 deg C, 1 h 2.) -40 deg C, 2 h

7: 86 percent / LAH / tetrahydrofuran / 0 °C

8: 81 percent

With lead(IV) acetate; potassium hydroxide; lithium aluminium tetrahydride; jones reagent; thexylborane; dihydrogen peroxide; copper diacetate; sodium acetate; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; pyridine; In tetrahydrofuran; ethanol; acetone;
DOI:10.1021/jo00179a018

Reference yield:

: 88670-93-3
(1S,2S,4S)-7-<(benzyloxy)methoxy>-2,9-dihydroxy-p-methane-7-carbonitrile

: 88728-98-7
(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-benzyloxy-2-benzyloxymethoxy-2-((1S,2R,4S)-2-hydroxy-4-vinyl-cyclohexyl)-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 40percent aqueous KOH / ethanol / 2 h / 120 °C

2: triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / -20 °C

3: Jones reagent / acetone / 0.5 h / 0 °C

4: 1.) cupric acetate monohydrate 2.) lead tetraacetate / pyridine / 1.) 0.5 h, room temperature 2a.) 1 h, 23 deg C 2b.) 2 h, 80 deg C

5: LDA / 1.) -78 deg C, 1 h 2.) -40 deg C, 2 h

6: 86 percent / LAH / tetrahydrofuran / 0 °C

7: 81 percent

With lead(IV) acetate; potassium hydroxide; lithium aluminium tetrahydride; jones reagent; copper diacetate; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; pyridine; In tetrahydrofuran; ethanol; acetone;
DOI:10.1021/jo00179a018