tert-Butyl-[(2R,4S,6S)-6-ethynyl-6-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethoxy]-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-[(2R,4S,6S)-6-ethynyl-6-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethoxy]-dimethyl-silane
• CAS No.: 883715-12-6
• Molecular Formula: C₂₃H₃₆O₃Si
• Molecular Weight: 388.623

Synonyms:tert-Butyl-[(2R,4S,6S)-6-ethynyl-6-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethoxy]-dimethyl-silane

Chemical Property of tert-Butyl-[(2R,4S,6S)-6-ethynyl-6-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethoxy]-dimethyl-silane

Chemical Property:

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Technology Process of tert-Butyl-[(2R,4S,6S)-6-ethynyl-6-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethoxy]-dimethyl-silane

There total 4 articles about tert-Butyl-[(2R,4S,6S)-6-ethynyl-6-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethoxy]-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:

(S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylbut-3-yn-2-ol (880349-12-2) → tert-Butyl-[(2R,4S,6S)-6-ethynyl-6-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethoxy]-dimethyl-silane (883715-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / camphorsulfonic acid / CH₂Cl₂ / 48 h / 0 °C

2: 2,6-lutidine

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; In dichloromethane;

DOI:10.1021/ol0530225

Reference yield:

mesitaldehyde dimethylacetal (64761-29-1) → tert-Butyl-[(2R,4S,6S)-6-ethynyl-6-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethoxy]-dimethyl-silane (883715-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / camphorsulfonic acid / CH₂Cl₂ / 48 h / 0 °C

2: 2,6-lutidine

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; In dichloromethane;

DOI:10.1021/ol0530225

Reference yield:

(S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylbut-3-yn-2-ol (120342-04-3) → tert-Butyl-[(2R,4S,6S)-6-ethynyl-6-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethoxy]-dimethyl-silane (883715-12-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / tetrahydrofuran; diethyl ether / -78 - 20 °C

2: 85 percent / camphorsulfonic acid / CH₂Cl₂ / 48 h / 0 °C

3: 2,6-lutidine

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ol0530225

upstream raw materials:

((4S,6S)-6-ethynyl-2-mesityl-1,3-dioxan-4-yl)methanol

t-butyldimethylsiyl triflate

(S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylbut-3-yn-2-ol

mesitaldehyde dimethylacetal

Downstream raw materials:

(Z)-5-[(2R,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-2-methyl-pent-2-en-4-yn-1-ol

(Z)-5-[(2R,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-2-methyl-pent-2-en-4-ynoic acid

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