(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-propan-1-ol

Base Information

Chemical Name:(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-propan-1-ol
CAS No.:177326-18-0
Molecular Formula:C₂₈H₄₀O₄Si
Molecular Weight:468.709
Hs Code.:

Synonyms:(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-propan-1-ol

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Chemical Property of (S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-propan-1-ol

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Technology Process of (S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-propan-1-ol

There total 6 articles about (S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-propan-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%

: 177326-17-9
(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-propionic acid methyl ester

: 177326-18-0
(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-propan-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/0040-4020(96)00284-0

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 177326-18-0
(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / imidazole / dimethylformamide / 5 h / Ambient temperature

2: 1.) 4 percent O₃ in O₂, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C_., 1 h, 2.) CH₂Cl₂, MeOH, from - 78 to RT, 12 h

3: 92 percent / p-toluenesulfonic acid / benzene / 18 h / Heating

4: 1.) LDA / 1.) THF, hexane, 0 deg C, 1 h, 2.) THF, hexane, a.) -78 deg C, 2 h, b.) RT, 15 h

5: 97 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; dimethylsulfide; oxygen; toluene-4-sulfonic acid; ozone; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0040-4020(96)00284-0

Reference yield:

: ((1S,2S)-2-Hydroxymethyl-2-methyl-3-methylene-cyclopentyl)-acetic acid methyl ester

: 177326-18-0
(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / imidazole / dimethylformamide / 5 h / Ambient temperature

2: 1.) 4 percent O₃ in O₂, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C_., 1 h, 2.) CH₂Cl₂, MeOH, from - 78 to RT, 12 h

3: 92 percent / p-toluenesulfonic acid / benzene / 18 h / Heating

4: 1.) LDA / 1.) THF, hexane, 0 deg C, 1 h, 2.) THF, hexane, a.) -78 deg C, 2 h, b.) RT, 15 h

5: 97 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; dimethylsulfide; oxygen; toluene-4-sulfonic acid; ozone; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0040-4020(96)00284-0