tert-Butyl-[(E)-(R)-6-iodo-3-(4-methoxy-benzyloxy)-3,4-dimethyl-hepta-4,6-dienyloxy]-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-[(E)-(R)-6-iodo-3-(4-methoxy-benzyloxy)-3,4-dimethyl-hepta-4,6-dienyloxy]-diphenyl-silane
• CAS No.: 864545-31-3
• Molecular Formula: C₃₃H₄₁IO₃Si
• Molecular Weight: 640.677

Synonyms:tert-Butyl-[(E)-(R)-6-iodo-3-(4-methoxy-benzyloxy)-3,4-dimethyl-hepta-4,6-dienyloxy]-diphenyl-silane

Chemical Property of tert-Butyl-[(E)-(R)-6-iodo-3-(4-methoxy-benzyloxy)-3,4-dimethyl-hepta-4,6-dienyloxy]-diphenyl-silane

Chemical Property:

Purity/Quality:

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Technology Process of tert-Butyl-[(E)-(R)-6-iodo-3-(4-methoxy-benzyloxy)-3,4-dimethyl-hepta-4,6-dienyloxy]-diphenyl-silane

There total 12 articles about tert-Butyl-[(E)-(R)-6-iodo-3-(4-methoxy-benzyloxy)-3,4-dimethyl-hepta-4,6-dienyloxy]-diphenyl-silane 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:

4-Methoxybenzyl alcohol (105-13-5) → tert-Butyl-[(E)-(R)-6-iodo-3-(4-methoxy-benzyloxy)-3,4-dimethyl-hepta-4,6-dienyloxy]-diphenyl-silane (864545-31-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: Et₃B / Pd₂(dba)3; (S,S)-1,2-bis(2-diphenylphosphanyl-benzoylamino)cyclohexane / CH₂Cl₂ / 6 h / 20 °C

2.1: BH₃*THF / tetrahydrofuran / 13 h / 0 - 20 °C

2.2: NaOH; H₂O₂ / tetrahydrofuran; H₂O / 8 h / 20 - 50 °C

3.1: imidazole; DMAP / CH₂Cl₂

4.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / -70 - 20 °C

5.1: diethyl ether / 0.67 h / -78 - 0 °C

6.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.67 h / -70 - 20 °C

7.1: 89 percent / diethyl ether; tetrahydrofuran / 0.75 h / Heating

8.1: cuprous bromide; diisopropylamine / dioxane / 48 h / Heating

9.1: pyridine; 4-pyrrolidinopyridine / 4 h / 40 °C

10.1: lithium iodide; acetic acid / 0.5 h / 40 °C

With pyridine; 1H-imidazole; dmap; borane-THF; oxalyl dichloride; triethyl borane; 4-pyrrolidin-1-ylpyridine; acetic acid; dimethyl sulfoxide; triethylamine; diisopropylamine; copper(I) bromide; lithium iodide; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane;

DOI:10.1021/ol051175m

Reference yield:

isoprene epoxide (1838-94-4) → tert-Butyl-[(E)-(R)-6-iodo-3-(4-methoxy-benzyloxy)-3,4-dimethyl-hepta-4,6-dienyloxy]-diphenyl-silane (864545-31-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: Et₃B / Pd₂(dba)3; (S,S)-1,2-bis(2-diphenylphosphanyl-benzoylamino)cyclohexane / CH₂Cl₂ / 6 h / 20 °C

2.1: BH₃*THF / tetrahydrofuran / 13 h / 0 - 20 °C

2.2: NaOH; H₂O₂ / tetrahydrofuran; H₂O / 8 h / 20 - 50 °C

3.1: imidazole; DMAP / CH₂Cl₂

4.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / -70 - 20 °C

5.1: diethyl ether / 0.67 h / -78 - 0 °C

6.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.67 h / -70 - 20 °C

7.1: 89 percent / diethyl ether; tetrahydrofuran / 0.75 h / Heating

8.1: cuprous bromide; diisopropylamine / dioxane / 48 h / Heating

9.1: pyridine; 4-pyrrolidinopyridine / 4 h / 40 °C

10.1: lithium iodide; acetic acid / 0.5 h / 40 °C

With pyridine; 1H-imidazole; dmap; borane-THF; oxalyl dichloride; triethyl borane; 4-pyrrolidin-1-ylpyridine; acetic acid; dimethyl sulfoxide; triethylamine; diisopropylamine; copper(I) bromide; lithium iodide; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane;

DOI:10.1021/ol051175m

Reference yield:

acetic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-1-methyl-propyl]-1-methyl-buta-2,3-dienyl ester → tert-Butyl-[(E)-(R)-6-iodo-3-(4-methoxy-benzyloxy)-3,4-dimethyl-hepta-4,6-dienyloxy]-diphenyl-silane (864545-31-3)

Guidance literature:

With acetic acid; lithium iodide; at 40 ℃; for 0.5h;

DOI:10.1021/ol051175m

upstream raw materials:

(R)-2-(4-Methoxy-benzyloxy)-2-methyl-butane-1,4-diol

4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-2-methyl-butyraldehyde

5-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-3-methyl-pentan-2-ol

5-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-3-methyl-pentan-2-one

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