(+)-(1,2-syn)-3-(tert-butyldimethylsiloxy)-1-(4-methoxyphenyl)-2-methylpropan-1-ol

Base Information

• Chemical Name: (+)-(1,2-syn)-3-(tert-butyldimethylsiloxy)-1-(4-methoxyphenyl)-2-methylpropan-1-ol
• CAS No.: 159108-91-5
• Molecular Formula: C₁₇H₃₀O₃Si
• Molecular Weight: 310.509
• Mol file: 159108-91-5.mol

Synonyms:(+)-(1,2-syn)-3-(tert-butyldimethylsiloxy)-1-(4-methoxyphenyl)-2-methylpropan-1-ol

Chemical Property of (+)-(1,2-syn)-3-(tert-butyldimethylsiloxy)-1-(4-methoxyphenyl)-2-methylpropan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(1,2-syn)-3-(tert-butyldimethylsiloxy)-1-(4-methoxyphenyl)-2-methylpropan-1-ol

There total 8 articles about (+)-(1,2-syn)-3-(tert-butyldimethylsiloxy)-1-(4-methoxyphenyl)-2-methylpropan-1-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: 97.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (+)-(2,3-syn)-3-(4-methoxyphenyl)-2-methylpropane-1,3-diol (159108-90-4) → (+)-(1,2-syn)-3-(tert-butyldimethylsiloxy)-1-(4-methoxyphenyl)-2-methylpropan-1-ol (159108-91-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/0957-4166(94)80158-4

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → (+)-(1,2-syn)-3-(tert-butyldimethylsiloxy)-1-(4-methoxyphenyl)-2-methylpropan-1-ol (159108-91-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 42 percent / Zn dust / benzene / 1 h / Heating

2: 95 percent / Jones' reagent / acetone / 1 h / 0 °C

3: 92 percent / Zn(BH₄)2 / diethyl ether; CH₂Cl₂ / 1 h / -20 °C

4: 97 percent / pyridine / 4 h / Ambient temperature

5: 8 h / 33 °C / lipase 'Amano A'; phosphate buffer pH 7.25

6: 94 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

7: 97 percent / imidazole / dimethylformamide / 0.33 h / 0 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; jones' reagent; zinc(II) tetrahydroborate; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;

Reference yield:

α,β-syn-methyl 3-hydroxy-2-methyl-3-(p-methoxyphenyl)propionate (17226-85-6,17226-86-7,34880-65-4,119068-85-8,136521-24-9,136521-25-0,136734-11-7) → (+)-(1,2-syn)-3-(tert-butyldimethylsiloxy)-1-(4-methoxyphenyl)-2-methylpropan-1-ol (159108-91-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / pyridine / 4 h / Ambient temperature

2: 8 h / 33 °C / lipase 'Amano A'; phosphate buffer pH 7.25

3: 94 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

4: 97 percent / imidazole / dimethylformamide / 0.33 h / 0 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyldimethylsilyl chloride

(+)-(2,3-syn)-3-(4-methoxyphenyl)-2-methylpropane-1,3-diol

4-methoxy-benzaldehyde

α,β-anti-methyl 3-hydroxy-2-methyl-3-(p-methoxyphenyl)propionate

Downstream raw materials:

(+)-(1,2-syn)-3-(tert-butyldimethylsiloxy)-1-methoxy-1-(4-methoxyphenyl)-2-methylpropane

(+)-(2,3-syn)-3-methoxy-3-(4-methoxyphenyl)-2-methylpropan-1-ol

(+)-(3,4-syn)-4-methoxy-4-(4-methoxyphenyl)-3-methylbutanenitrile