(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-pent-4-enoic acid methyl ester

Base Information

Chemical Name:(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-pent-4-enoic acid methyl ester
CAS No.:177326-11-3
Molecular Formula:C₃₁H₄₂O₅Si
Molecular Weight:522.757
Hs Code.:

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

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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]-pent-4-enoic acid methyl ester

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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]-pent-4-enoic acid methyl ester

There total 5 articles about (S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-pent-4-enoic acid 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: 95.0%

: 106-95-6
allyl bromide

: 177326-10-2
[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-acetic acid methyl ester

: 177326-11-3
(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-pent-4-enoic acid methyl ester

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; hexane; 1.) -78 deg C_., 2 h, 2.) from -78 to RT, 15 h;
DOI:10.1016/0040-4020(96)00284-0

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 177326-11-3
(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-pent-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 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: 95 percent / LDA / hexane; tetrahydrofuran / 1.) -78 deg C_., 2 h, 2.) from -78 to RT, 15 h

With 1H-imidazole; dimethylsulfide; oxygen; toluene-4-sulfonic acid; ozone; lithium diisopropyl amide; In tetrahydrofuran; hexane; 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

: 177326-11-3
(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-pent-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 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: 95 percent / LDA / hexane; tetrahydrofuran / 1.) -78 deg C_., 2 h, 2.) from -78 to RT, 15 h

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