(S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propan-2-ol

Base Information

Chemical Name:(S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propan-2-ol
CAS No.:110134-89-9
Molecular Formula:C₂₅H₃₆O₄Si
Molecular Weight:428.644
Hs Code.:

Synonyms:

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Chemical Property of (S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propan-2-ol

Chemical Property:

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Useful:

Technology Process of (S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propan-2-ol

There total 22 articles about (S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propan-2-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:

: (S)-3,5,6-Trihydroxy-2-methyl-hexanoic acid isopropyl ester

: 110134-89-9,111139-34-5
(S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-((4S,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propan-2-ol

Guidance literature:: Multi-step reaction with 10 steps

1: imidazole / dimethylformamide

2: CSA / benzene

3: DIBAH / toluene / -78 °C

4: CSA / methanol; CH₂Cl₂

5: 1) PCC, 2) NaOMe / 1) CH₂Cl₂, 3A-MS, 2) THF

6: 94 percent / NaBH₄, CeCl_3.7H₂O / methanol

7: 98 percent / O₃ / methanol / -78 °C / Me₂S workup

8: Zn(BH₄)2 / diethyl ether / -78 °C

9: K₂CO₃, MeOH

10: p-TsOH

With 1H-imidazole; methanol; sodium tetrahydroborate; cerium(III) chloride; zinc(II) tetrahydroborate; camphor-10-sulfonic acid; sodium methylate; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; pyridinium chlorochromate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(00)87804-1

Reference yield:

: (S)-3,5,6-Trihydroxy-2-methyl-hexanoic acid isopropyl ester

: 110134-89-9,111139-34-5
(S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-((4S,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propan-2-ol

Guidance literature:: Multi-step reaction with 10 steps

1: imidazole / dimethylformamide

2: CSA / benzene

3: DIBAH / toluene / -78 °C

4: CSA / methanol; CH₂Cl₂

5: 1) PCC, 2) NaOMe / 1) CH₂Cl₂, 3A-MS, 2) THF

6: 94 percent / NaBH₄, CeCl_3.7H₂O / methanol

7: 98 percent / O₃ / methanol / -78 °C / Me₂S workup

8: Zn(BH₄)2 / diethyl ether / -78 °C

9: K₂CO₃, MeOH

10: p-TsOH

With 1H-imidazole; methanol; sodium tetrahydroborate; cerium(III) chloride; zinc(II) tetrahydroborate; camphor-10-sulfonic acid; sodium methylate; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; pyridinium chlorochromate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(00)87804-1

Reference yield:

: 110134-79-7
4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-butyric acid isopropyl ester

: 110134-89-9,111139-34-5
(S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-((4S,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propan-2-ol

Guidance literature:: Multi-step reaction with 11 steps

1: HCl, H₂O / methanol

2: imidazole / dimethylformamide

3: CSA / benzene

4: DIBAH / toluene / -78 °C

5: CSA / methanol; CH₂Cl₂

6: 1) PCC, 2) NaOMe / 1) CH₂Cl₂, 3A-MS, 2) THF

7: 94 percent / NaBH₄, CeCl_3.7H₂O / methanol

8: 98 percent / O₃ / methanol / -78 °C / Me₂S workup

9: Zn(BH₄)2 / diethyl ether / -78 °C

10: K₂CO₃, MeOH

11: p-TsOH

With 1H-imidazole; hydrogenchloride; methanol; sodium tetrahydroborate; cerium(III) chloride; zinc(II) tetrahydroborate; camphor-10-sulfonic acid; water; sodium methylate; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; pyridinium chlorochromate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(00)87804-1