2-[(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methyl-propan-1-ol

Base Information

Chemical Name:2-[(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methyl-propan-1-ol
CAS No.:165246-87-7
Molecular Formula:C₂₇H₄₀O₄Si
Molecular Weight:456.698
Hs Code.:

Synonyms:2-[(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methyl-propan-1-ol

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Chemical Property of 2-[(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methyl-propan-1-ol

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Technology Process of 2-[(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methyl-propan-1-ol

There total 18 articles about 2-[(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methyl-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: 85.0%

: 165246-86-6
[(4S,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy]-tert-butyl-diphenyl-silane

: 165246-87-7
2-[(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methyl-propan-1-ol

Guidance literature:: With hydrogen; palladium dihydroxide; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/0040-4039(94)88289-4

Reference yield:

: 103203-99-2,133094-80-1,133094-96-9,134932-06-2,134932-07-3
(2Ξ,3R)-4,4-Dimethyl-tetrahydro-furan-2,3-diol

: 165246-87-7
2-[(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methyl-propan-1-ol

Guidance literature:: Multi-step reaction with 12 steps

1: CSA

2: NaH

3: AcOH / H₂O

4: 1.) PivCl, 2.) MsCl, 3.) K₂CO₃ / 1.) pyridine, 2.) pyridine, 3.) MeOH

5: 99 percent / CuI / tetrahydrofuran / -23 deg C to room temperature

6: 1.) OsO₄, NMO, 2.) NaIO₄ / 1.) aq. acetone, t-BuOH, room temperature, 2.) aq. THF, room temperature

7: 67 percent / MsCl, Et₃N, i-Pr₂NEt / CH₂Cl₂ / Heating

8: CH₂Cl₂ / Ambient temperature

9: LiAlH₄ / tetrahydrofuran / Heating

10: 92 percent / imidazole / dimethylformamide / Ambient temperature

11: 90 percent / CSA / CH₂Cl₂ / Ambient temperature

12: 85 percent / H₂ / Pd(OH)2 / tetrahydrofuran / Ambient temperature

With 1H-imidazole; sodium periodate; copper(l) iodide; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; camphor-10-sulfonic acid; hydrogen; pivaloyl chloride; sodium hydride; potassium carbonate; acetic acid; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)88289-4

Reference yield:

: 104708-09-0
(R)-4-benzyloxy-3,3-dimethyl-butane-1,2-diol

: 165246-87-7
2-[(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methyl-propan-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) PivCl, 2.) MsCl, 3.) K₂CO₃ / 1.) pyridine, 2.) pyridine, 3.) MeOH

2: 99 percent / CuI / tetrahydrofuran / -23 deg C to room temperature

3: 1.) OsO₄, NMO, 2.) NaIO₄ / 1.) aq. acetone, t-BuOH, room temperature, 2.) aq. THF, room temperature

4: 67 percent / MsCl, Et₃N, i-Pr₂NEt / CH₂Cl₂ / Heating

5: CH₂Cl₂ / Ambient temperature

6: LiAlH₄ / tetrahydrofuran / Heating

7: 92 percent / imidazole / dimethylformamide / Ambient temperature

8: 90 percent / CSA / CH₂Cl₂ / Ambient temperature

9: 85 percent / H₂ / Pd(OH)2 / tetrahydrofuran / Ambient temperature

With 1H-imidazole; sodium periodate; copper(l) iodide; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; camphor-10-sulfonic acid; hydrogen; pivaloyl chloride; potassium carbonate; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)88289-4