5-(7-Bromo-1,1-dimethyl-heptyl)-2-[(E)-10-(tert-butyl-dimethyl-silanyloxy)-3-difluoromethylene-1-hydroxy-7-methyl-dec-6-enyl]-benzene-1,3-diol

Base Information

• Chemical Name: 5-(7-Bromo-1,1-dimethyl-heptyl)-2-[(E)-10-(tert-butyl-dimethyl-silanyloxy)-3-difluoromethylene-1-hydroxy-7-methyl-dec-6-enyl]-benzene-1,3-diol
• CAS No.: 197587-22-7
• Molecular Formula: C₃₃H₅₅BrF₂O₄Si
• Molecular Weight: 661.784
• Mol file: 197587-22-7.mol

Synonyms:

Chemical Property of 5-(7-Bromo-1,1-dimethyl-heptyl)-2-[(E)-10-(tert-butyl-dimethyl-silanyloxy)-3-difluoromethylene-1-hydroxy-7-methyl-dec-6-enyl]-benzene-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(7-Bromo-1,1-dimethyl-heptyl)-2-[(E)-10-(tert-butyl-dimethyl-silanyloxy)-3-difluoromethylene-1-hydroxy-7-methyl-dec-6-enyl]-benzene-1,3-diol

There total 10 articles about 5-(7-Bromo-1,1-dimethyl-heptyl)-2-[(E)-10-(tert-butyl-dimethyl-silanyloxy)-3-difluoromethylene-1-hydroxy-7-methyl-dec-6-enyl]-benzene-1,3-diol 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:

5-[tert-butyldimethylsilyloxy]pent-1-yne (61362-77-4) → 5-(7-Bromo-1,1-dimethyl-heptyl)-2-[(E)-10-(tert-butyl-dimethyl-silanyloxy)-3-difluoromethylene-1-hydroxy-7-methyl-dec-6-enyl]-benzene-1,3-diol (197587-22-7)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / 0 °C

2: LiBr / acetone / Ambient temperature

3: 1.) t-BuLi, 2.) AcOH / 1.) Et₂O, -78 deg C; THF, -78 deg C to -14 deg C, 16 h, 2.) 0 deg C, 0.5 h

4: Mg / methanol / 16 h / Ambient temperature

5: DIBAL-H / diethyl ether / 3 h / -78 °C

6: 1.) MeMgBr, 2.) MgBr₂ / 1.) Et₂O, 0 deg C, 1 h, 2.) CH₂Cl₂, -78 deg C to r.t.

With pyridine; methylmagnesium bromide; tert.-butyl lithium; diisobutylaluminium hydride; magnesium; acetic acid; lithium bromide; magnesium bromide; In methanol; diethyl ether; acetone;

Reference yield:

(3,5-dimethoxyphenyl)-N-methoxy-N-methylcarboxamide (155586-39-3) → 5-(7-Bromo-1,1-dimethyl-heptyl)-2-[(E)-10-(tert-butyl-dimethyl-silanyloxy)-3-difluoromethylene-1-hydroxy-7-methyl-dec-6-enyl]-benzene-1,3-diol (197587-22-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 62 percent / tetrahydrofuran / -78 °C

2: TiCl₄ / CH₂Cl₂ / 4 h / -30 - 20 °C

3: BBr₃ / CH₂Cl₂ / -78 - 20 °C

4: 1.) MeMgBr, 2.) MgBr₂ / 1.) Et₂O, 0 deg C, 1 h, 2.) CH₂Cl₂, -78 deg C to r.t.

With methylmagnesium bromide; boron tribromide; titanium tetrachloride; magnesium bromide; In tetrahydrofuran; dichloromethane;

Reference yield:

1-bromo-7-tert-butyldimethylsiloxy-4-methyl-3-heptene (197587-15-8) → 5-(7-Bromo-1,1-dimethyl-heptyl)-2-[(E)-10-(tert-butyl-dimethyl-silanyloxy)-3-difluoromethylene-1-hydroxy-7-methyl-dec-6-enyl]-benzene-1,3-diol (197587-22-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) t-BuLi, 2.) AcOH / 1.) Et₂O, -78 deg C; THF, -78 deg C to -14 deg C, 16 h, 2.) 0 deg C, 0.5 h

2: Mg / methanol / 16 h / Ambient temperature

3: DIBAL-H / diethyl ether / 3 h / -78 °C

4: 1.) MeMgBr, 2.) MgBr₂ / 1.) Et₂O, 0 deg C, 1 h, 2.) CH₂Cl₂, -78 deg C to r.t.

With methylmagnesium bromide; tert.-butyl lithium; diisobutylaluminium hydride; magnesium; acetic acid; magnesium bromide; In methanol; diethyl ether;

upstream raw materials:

5-(8-bromo-2-methyloctan-2-yl)benzene-1,3-diol

(E)-10-(tert-Butyl-dimethyl-silanyloxy)-3-difluoromethylene-7-methyl-dec-6-enal

5-[tert-butyldimethylsilyloxy]pent-1-yne

(3,5-dimethoxyphenyl)-N-methoxy-N-methylcarboxamide