1-(tert-butyl-diphenyl-silanyloxy)-6-methyl-hept-5-en-2-ol

Base Information

• Chemical Name: 1-(tert-butyl-diphenyl-silanyloxy)-6-methyl-hept-5-en-2-ol
• CAS No.: 1301247-76-6
• Molecular Formula: C₂₄H₃₄O₂Si
• Molecular Weight: 382.618
• Mol file: 1301247-76-6.mol

Synonyms:1-(tert-butyl-diphenyl-silanyloxy)-6-methyl-hept-5-en-2-ol

Chemical Property of 1-(tert-butyl-diphenyl-silanyloxy)-6-methyl-hept-5-en-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(tert-butyl-diphenyl-silanyloxy)-6-methyl-hept-5-en-2-ol

There total 1 articles about 1-(tert-butyl-diphenyl-silanyloxy)-6-methyl-hept-5-en-2-ol 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: 99.0%

tert-butyl[(2S)-oxiran-2-ylmethoxy]diphenylsilane (106731-74-2,119944-29-5,107033-46-5) + 3,3-dimethyl-allyl chloride (503-60-6) → 1-(tert-butyl-diphenyl-silanyloxy)-6-methyl-hept-5-en-2-ol (1301247-76-6)

Guidance literature:

3,3-dimethyl-allyl chloride; With magnesium; In tetrahydrofuran; at 0 ℃; for 1.5h; Inert atmosphere;

tert-butyl[(2S)-oxiran-2-ylmethoxy]diphenylsilane; With dilithium tetrachlorocuprate; In tetrahydrofuran; at -40 - 0 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran;

DOI:10.1021/jo200332d

Reference yield: 91.0%

1-(tert-butyl-diphenyl-silanyloxy)-6-methyl-hept-5-en-2-ol (1301247-76-6) + chloromethyl methyl ether (107-30-2) → C26H38O3Si (1301247-95-9)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo200332d

Reference yield:

1-(tert-butyl-diphenyl-silanyloxy)-6-methyl-hept-5-en-2-ol (1301247-76-6) → 2-hydroxy-4-methoxymethoxy-6-vinyl-benzoic acid 2-(6-allyl-3-methoxymethoxytetrahydro-pyran-2-yl)-1-methyl-ethyl ester (1301247-83-5)

Guidance literature:

Multi-step reaction with 13 steps

1.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 1 h / 20 °C / Inert atmosphere; Molecular sieve

4.1: (+)-B-methoxydiisocamphenylborane / diethyl ether / -78 - 20 °C / Inert atmosphere

4.2: -78 - 0 °C / Inert atmosphere

4.3: 0 - 20 °C / Inert atmosphere

5.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

6.1: oxygen; copper diacetate; palladium dichloride / water; N,N-dimethyl-formamide / 48 h / 20 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

8.1: acetic acid; tetramethylammonium triacetoxyborohydride / acetonitrile / -40 - -20 °C

9.1: ozone / dichloromethane / 0.5 h / -78 °C

9.2: 3 h / -78 - 20 °C

10.1: pyridine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

11.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / -78 °C / Inert atmosphere

12.1: potassium carbonate / methanol / 0 - 20 °C

13.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

13.2: 35 h / 20 °C

With pyridine; 1H-imidazole; dmap; tetrapropylammonium perruthennate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; oxygen; copper diacetate; sodium hydride; potassium carbonate; ozone; acetic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; (+)-B-methoxydiisocamphenylborane; palladium dichloride; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; 6.1: Wacker oxidation;

DOI:10.1021/jo200332d

upstream raw materials:

tert-butyl[(2S)-oxiran-2-ylmethoxy]diphenylsilane

3,3-dimethyl-allyl chloride

Downstream raw materials:

2-hydroxy-4-methoxymethoxy-6-vinyl-benzoic acid 2-(6-allyl-3-methoxymethoxytetrahydro-pyran-2-yl)-1-methyl-ethyl ester

C₂₆H₃₈O₃Si