<(1S,2R,5R)-5-(tert-Butyldimethylsilyloxy)-<2-(tert-butyldimethylsilyloxy)methyl>-3-cyclohexen-1-yl>methanol

Base Information

Chemical Name:<(1S,2R,5R)-5-(tert-Butyldimethylsilyloxy)-<2-(tert-butyldimethylsilyloxy)methyl>-3-cyclohexen-1-yl>methanol
CAS No.:130595-64-1
Molecular Formula:C₂₀H₄₂O₃Si₂
Molecular Weight:386.723
Hs Code.:

Synonyms:<(1S,2R,5R)-5-(tert-Butyldimethylsilyloxy)-<2-(tert-butyldimethylsilyloxy)methyl>-3-cyclohexen-1-yl>methanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of <(1S,2R,5R)-5-(tert-Butyldimethylsilyloxy)-<2-(tert-butyldimethylsilyloxy)methyl>-3-cyclohexen-1-yl>methanol

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Technology Process of <(1S,2R,5R)-5-(tert-Butyldimethylsilyloxy)-<2-(tert-butyldimethylsilyloxy)methyl>-3-cyclohexen-1-yl>methanol

There total 12 articles about <(1S,2R,5R)-5-(tert-Butyldimethylsilyloxy)-<2-(tert-butyldimethylsilyloxy)methyl>-3-cyclohexen-1-yl>methanol 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: 80.0%

: 130595-63-0
(1S,2R,5R)-Methyl 5-(tert-Butyldimethylsilyloxy)-<2-(tert-butyldimethylsilyloxy)methyl>-3-cyclohexene-1-carboxylate

: 130595-64-1
<(1S,2R,5R)-5-(tert-Butyldimethylsilyloxy)-<2-(tert-butyldimethylsilyloxy)methyl>-3-cyclohexen-1-yl>methanol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at 0 ℃; for 2h;
DOI:10.1248/cpb.38.1479

Reference yield:

: 104265-90-9
(1S,6R)-Methyl 6-Hydroxymethyl-3-cyclohexene-1-carboxylate

: 130595-64-1
<(1S,2R,5R)-5-(tert-Butyldimethylsilyloxy)-<2-(tert-butyldimethylsilyloxy)methyl>-3-cyclohexen-1-yl>methanol

Guidance literature:: Multi-step reaction with 7 steps

1: 15.70 g / imidazole / dimethylformamide / 10 h / 0 °C

2: 68 percent / 2 N NaOH / methanol / 10 h / Ambient temperature

3: 48 percent / NaHCO₃, I₂, KI / CH₂Cl₂; H₂O / 10 h / Ambient temperature

4: 95 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / toluene / 4 h / Heating

5: 6.25 g / NaOMe / 1.5 h / 0 °C

6: 95 percent / imidazole / dimethylformamide / 3 h / 0 °C

7: 80 percent / diisobutylaluminium hydride (DIBAL-H) / toluene / 2 h / 0 °C

With 1H-imidazole; sodium hydroxide; iodine; sodium methylate; diisobutylaluminium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.38.1479

Reference yield:

: 130695-72-6
(1S,2R,4R,5R)-2-Hydroxymethyl-4-iodo-6-oxabicyclo<3.2.1>octan-7-one

: 130595-64-1
<(1S,2R,5R)-5-(tert-Butyldimethylsilyloxy)-<2-(tert-butyldimethylsilyloxy)methyl>-3-cyclohexen-1-yl>methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 4.02 g / imidazole / dimethylformamide / 4 h / 0 °C

2: 95 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / toluene / 4 h / Heating

3: 6.25 g / NaOMe / 1.5 h / 0 °C

4: 95 percent / imidazole / dimethylformamide / 3 h / 0 °C

5: 80 percent / diisobutylaluminium hydride (DIBAL-H) / toluene / 2 h / 0 °C

With 1H-imidazole; sodium methylate; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.38.1479