(Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((1R,4S,6R)-6-methoxymethoxy-4-methoxymethyl-cyclohex-2-enyl)-but-2-enal

Base Information

Chemical Name:(Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((1R,4S,6R)-6-methoxymethoxy-4-methoxymethyl-cyclohex-2-enyl)-but-2-enal
CAS No.:868593-40-2
Molecular Formula:C₃₀H₄₀O₅Si
Molecular Weight:508.73
Hs Code.:

Synonyms:(Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((1R,4S,6R)-6-methoxymethoxy-4-methoxymethyl-cyclohex-2-enyl)-but-2-enal

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Chemical Property of (Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((1R,4S,6R)-6-methoxymethoxy-4-methoxymethyl-cyclohex-2-enyl)-but-2-enal

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Technology Process of (Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((1R,4S,6R)-6-methoxymethoxy-4-methoxymethyl-cyclohex-2-enyl)-but-2-enal

There total 18 articles about (Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((1R,4S,6R)-6-methoxymethoxy-4-methoxymethyl-cyclohex-2-enyl)-but-2-enal 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:

: 868593-30-0
(1S,4R,6R)-4-Methoxymethoxy-6-methoxymethyl-cyclohex-2-enol

: 868593-40-2
(Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((1R,4S,6R)-6-methoxymethoxy-4-methoxymethyl-cyclohex-2-enyl)-but-2-enal

Guidance literature:: Multi-step reaction with 7 steps

1.1: KH / tetrahydrofuran / 20 °C

1.2: 62 percent / BuLi / -78 - -40 °C

2.1: 90 percent / Dess-Martin reagent

3.1: tetrahydrofuran / -78 °C

4.1: 62 percent / H₂ / Lindlar catalyst

5.1: imidazole / tetrahydrofuran

6.1: TsOH

7.1: Dess-Martin reagent

With 1H-imidazole; hydrogen; potassium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; Lindlar's catalyst; In tetrahydrofuran; 1.2: Wittig-Still rearrangement / 2.1: Dess-Martin oxidation / 7.1: Dess-Martin oxidation;
DOI:10.1055/s-2005-872222

Reference yield:

: 868593-34-4
(1R,4S,6R)-6-Methoxymethoxy-4-methoxymethyl-cyclohex-2-enecarbaldehyde

: 868593-40-2
(Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((1R,4S,6R)-6-methoxymethoxy-4-methoxymethyl-cyclohex-2-enyl)-but-2-enal

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / -78 °C

2: 62 percent / H₂ / Lindlar catalyst

3: imidazole / tetrahydrofuran

4: TsOH

5: Dess-Martin reagent

With 1H-imidazole; hydrogen; Dess-Martin periodane; toluene-4-sulfonic acid; Lindlar's catalyst; In tetrahydrofuran; 5: Dess-Martin oxidation;
DOI:10.1055/s-2005-872222

Reference yield:

: 868593-32-2
((1S,4S,6R)-6-Methoxymethoxy-4-methoxymethyl-cyclohex-2-enyl)-methanol

: 868593-40-2
(Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((1R,4S,6R)-6-methoxymethoxy-4-methoxymethyl-cyclohex-2-enyl)-but-2-enal

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / Dess-Martin reagent

2: tetrahydrofuran / -78 °C

3: 62 percent / H₂ / Lindlar catalyst

4: imidazole / tetrahydrofuran

5: TsOH

6: Dess-Martin reagent

With 1H-imidazole; hydrogen; Dess-Martin periodane; toluene-4-sulfonic acid; Lindlar's catalyst; In tetrahydrofuran; 1: Dess-Martin oxidation / 6: Dess-Martin oxidation;
DOI:10.1055/s-2005-872222