(S)-4-((1S,2S)-3-Benzyloxy-1,2-dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolane

Base Information

• Chemical Name: (S)-4-((1S,2S)-3-Benzyloxy-1,2-dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolane
• CAS No.: 158817-27-7
• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.392

Synonyms:(S)-4-((1S,2S)-3-Benzyloxy-1,2-dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolane

Chemical Property of (S)-4-((1S,2S)-3-Benzyloxy-1,2-dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolane

Chemical Property:

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Technology Process of (S)-4-((1S,2S)-3-Benzyloxy-1,2-dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolane

There total 4 articles about (S)-4-((1S,2S)-3-Benzyloxy-1,2-dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolane 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: 93.0%

(2S,3S,4S)-5-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3,4-dimethyl-pentan-2-ol (158817-26-6) → (S)-4-((1S,2S)-3-Benzyloxy-1,2-dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolane (158817-27-7)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; for 36h; Ambient temperature;

DOI:10.1016/S0040-4020(97)10253-8

Reference yield: 93.0%

acetone (67-64-1) + (2S,3S,4S)-5-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3,4-dimethyl-pentan-2-ol (158817-26-6) → (S)-4-((1S,2S)-3-Benzyloxy-1,2-dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolane (158817-27-7)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 36h;

DOI:10.1246/cl.1994.1611

Reference yield:

((2R,3R)-3-((R)-1-(Benzyloxy)propan-2-yl)oxiran-2-yl)methanol → (S)-4-((1S,2S)-3-Benzyloxy-1,2-dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolane (158817-27-7)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂; hexane / 17 h / Ambient temperature

2: 1.18 g / NEt₃, DMAP / CH₂Cl₂ / 17 h / Ambient temperature

3: 93 percent / p-toluenesulfonic acid monohydrate / acetone / 36 h / Ambient temperature

With dmap; toluene-4-sulfonic acid; triethylamine; In hexane; dichloromethane; acetone;

DOI:10.1016/S0040-4020(97)10253-8

upstream raw materials:

acetone

(2S,3S,4S)-5-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3,4-dimethyl-pentan-2-ol

Downstream raw materials:

Benzoic acid (Z)-(1S,4R)-1-[(1S,2S)-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methyl-propyl]-6-(4-methoxy-benzyloxy)-4-methyl-hex-2-enyl ester

(4S,5S,6R,1'R,1''S,2''S,3''S)-2,2-dimethyl-5-p-methoxybenzyloxy-4-(3'-p-methoxybenzyloxy-1'-methylpropyl)-6-(1'',2''-dimethyl-3'',4''-epoxybutyl)-1,3-dioxane

(4S,5S,6R,1'R,1''S,2''S,3''S)-2,2-dimethyl-5-p-methoxybenzyloxy-4-(3'-p-methoxybenzyloxy-1'-methylpropyl)-6-(1'',2''-dimethyl-3'',4''-dihydroxybutyl)-1,3-dioxane

(4S,5S,6R,1'R,1''S,2''S,3''S)-2,2-dimethyl-5-p-methoxybenzyloxy-4-(3'-p-methoxybenzyloxy-1'-methylpropyl)-6-(1'',2''-dimethyl-3''-hydroxy-5''-hexenyl)-1,3-dioxane

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