Acetic acid [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-methyl ester

Base Information

• Chemical Name: Acetic acid [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-methyl ester
• CAS No.: 250146-77-1
• Molecular Formula: C₃₅H₆₂O₅Si₂
• Molecular Weight: 619.045
• Mol file: 250146-77-1.mol

Synonyms:Acetic acid [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-methyl ester

Chemical Property of Acetic acid [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-methyl ester

There total 3 articles about Acetic acid [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-methyl 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: 91.0%

1,4-Bis(tert-butyldimethysiloxy)-2-bromobenzene (78018-59-4) + 8α-acetoxydriman-11-al (165816-95-5) → Acetic acid [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-methyl ester (250146-77-1)

Guidance literature:

With tert.-butyl lithium; In diethyl ether; at -78 ℃; for 1.5h;

DOI:10.1016/S0960-894X(99)00382-0

Reference yield:

2-bromobenzene-1,4-diol (583-69-7) → Acetic acid [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-methyl ester (250146-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

2: 91 percent / t-BuLi / diethyl ether / 1.5 h / -78 °C

With 1H-imidazole; tert.-butyl lithium; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(99)00382-0

Reference yield:

hydroquinone (123-31-9,8027-02-9) → Acetic acid [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-methyl ester (250146-77-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / Br₂, t-BuOMe / 2 h / -13 °C

2: 95 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

3: 91 percent / t-BuLi / diethyl ether / 1.5 h / -78 °C

With 1H-imidazole; tert-butyl methyl ether; bromine; tert.-butyl lithium; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(99)00382-0

upstream raw materials:

1,4-Bis(tert-butyldimethysiloxy)-2-bromobenzene

8α-acetoxydriman-11-al

2-bromobenzene-1,4-diol

hydroquinone

Downstream raw materials:

ent-isozonarone

4-(tert-Butyl-dimethyl-silanyloxy)-2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethyl)-phenol

ent-isozonarol

(-)-ent-zonarol