methyl (2'E,6'E,10'E)-2-[1'-13C]geranylgeranyl-4-(triisopropylsilyloxy)benzoate

Base Information

Chemical Name:methyl (2'E,6'E,10'E)-2-[1'-13C]geranylgeranyl-4-(triisopropylsilyloxy)benzoate
CAS No.:854423-37-3
Molecular Formula:C₃₇H₆₀O₃Si
Molecular Weight:581.956
Hs Code.:

Synonyms:methyl (2'E,6'E,10'E)-2-[1'-13C]geranylgeranyl-4-(triisopropylsilyloxy)benzoate

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Chemical Property of methyl (2'E,6'E,10'E)-2-[1'-13C]geranylgeranyl-4-(triisopropylsilyloxy)benzoate

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Technology Process of methyl (2'E,6'E,10'E)-2-[1'-13C]geranylgeranyl-4-(triisopropylsilyloxy)benzoate

There total 7 articles about methyl (2'E,6'E,10'E)-2-[1'-13C]geranylgeranyl-4-(triisopropylsilyloxy)benzoate 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: 81.0%

: 854423-11-3
methyl 2-iodo-4-(triisopropylsilyloxy)benzoate

: 854423-16-8
(2E,6E,10E)-[1-13C]geranylgeranyl bromide

: 854423-37-3
methyl (2'E,6'E,10'E)-2-[1'-13C]geranylgeranyl-4-(triisopropylsilyloxy)benzoate

Guidance literature:: methyl 2-iodo-4-(triisopropylsilyloxy)benzoate; With isopropylmagnesium bromide; In tetrahydrofuran; at -20 ℃; for 0.5h;

With dilithium tetrachlorocuprate; In tetrahydrofuran; at -20 ℃; for 0.166667h;

(2E,6E,10E)-[1-13C]geranylgeranyl bromide; In tetrahydrofuran; at -20 - 20 ℃;
DOI:10.1055/s-2005-861863

Reference yield:

: 854423-08-8
2-iodo-4-(triisopropylsilyloxy)benzaldehyde

: 854423-37-3
methyl (2'E,6'E,10'E)-2-[1'-13C]geranylgeranyl-4-(triisopropylsilyloxy)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / aq. NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol / 0.5 h / 20 °C

2.1: 86 percent / DBU / dimethylformamide / 3 h / 20 °C

3.1: i-PrMgBr / tetrahydrofuran / 0.5 h / -20 °C

3.2: Li₂CuCl₄ / tetrahydrofuran / 0.17 h / -20 °C

3.3: 81 percent / tetrahydrofuran / -20 - 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; isopropylmagnesium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1055/s-2005-861863

Reference yield:

: 854423-41-9
2-iodo-4-triisopropylsilanyloxy-benzoic acid

: 854423-37-3
methyl (2'E,6'E,10'E)-2-[1'-13C]geranylgeranyl-4-(triisopropylsilyloxy)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 86 percent / DBU / dimethylformamide / 3 h / 20 °C

2.1: i-PrMgBr / tetrahydrofuran / 0.5 h / -20 °C

2.2: Li₂CuCl₄ / tetrahydrofuran / 0.17 h / -20 °C

2.3: 81 percent / tetrahydrofuran / -20 - 20 °C

With isopropylmagnesium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-2005-861863