tert-Butyl-[(2R,4aR,6S,7R,8aS)-4a,6-dimethyl-6-(3-methyl-but-3-enyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(2R,4aR,6S,7R,8aS)-4a,6-dimethyl-6-(3-methyl-but-3-enyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane
CAS No.:193697-84-6
Molecular Formula:C₂₆H₄₂O₄Si
Molecular Weight:446.703
Hs Code.:

Synonyms:tert-Butyl-[(2R,4aR,6S,7R,8aS)-4a,6-dimethyl-6-(3-methyl-but-3-enyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(2R,4aR,6S,7R,8aS)-4a,6-dimethyl-6-(3-methyl-but-3-enyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(2R,4aR,6S,7R,8aS)-4a,6-dimethyl-6-(3-methyl-but-3-enyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

There total 4 articles about tert-Butyl-[(2R,4aR,6S,7R,8aS)-4a,6-dimethyl-6-(3-methyl-but-3-enyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane 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:

: 193697-83-5
tert-Butyl-[(2R,4aR,6S,7R,8aS)-6-(4-iodo-3-methyl-butyl)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

: 193697-84-6
tert-Butyl-[(2R,4aR,6S,7R,8aS)-4a,6-dimethyl-6-(3-methyl-but-3-enyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -35 - 0 ℃; for 2h;
DOI:10.1021/ja971259t

Reference yield:

: (E)-4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-but-2-enoic acid ethyl ester

: 193697-84-6
tert-Butyl-[(2R,4aR,6S,7R,8aS)-4a,6-dimethyl-6-(3-methyl-but-3-enyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / H₂ / Pd-C / ethyl acetate / 40 h

2: 95 percent / LiAlH₄ / diethyl ether / 0.67 h / Ambient temperature

3: 97 percent / I₂, PPh₃, imidazole / benzene / 0.33 h / Ambient temperature

4: 2.83 g / t-BuOK / tetrahydrofuran / 2 h / -35 - 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; potassium tert-butylate; hydrogen; iodine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethyl acetate; benzene;
DOI:10.1021/ja971259t

Reference yield:

: 193697-82-4
4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butan-1-ol

: 193697-84-6
tert-Butyl-[(2R,4aR,6S,7R,8aS)-4a,6-dimethyl-6-(3-methyl-but-3-enyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / I₂, PPh₃, imidazole / benzene / 0.33 h / Ambient temperature

2: 2.83 g / t-BuOK / tetrahydrofuran / 2 h / -35 - 0 °C

With 1H-imidazole; potassium tert-butylate; iodine; triphenylphosphine; In tetrahydrofuran; benzene;
DOI:10.1021/ja971259t