(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-1-ol

Base Information

• Chemical Name: (4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-1-ol
• CAS No.: 760210-81-9
• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.332

Synonyms:(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-1-ol

Chemical Property of (4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-1-ol

Chemical Property:

Purity/Quality:

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Technology Process of (4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-1-ol

There total 2 articles about (4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-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:

(4S,2'S,4'S)-acetic acid 4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-ynyl ester (760210-80-8) → (4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-1-ol (760210-81-9)

Guidance literature:

With methanol; potassium carbonate; at 0 ℃; for 0.5h;

DOI:10.1021/ja047190o

Reference yield:

(4S,2'S,4'S)-acetic acid 4-hydroxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-ynyl ester (760210-79-5) → (4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-1-ol (760210-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: i-Pr₂NEt / CH₂Cl₂ / 20 °C

2: K₂CO₃; methanol / 0.5 h / 0 °C

With methanol; potassium carbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/ja047190o

Reference yield:

(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-1-ol (760210-81-9) → (Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-en-1-ol (760210-82-0)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In methanol; at 20 ℃; for 24h;

DOI:10.1021/ja047190o

upstream raw materials:

(4S,2'S,4'S)-acetic acid 4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-ynyl ester

(4S,2'S,4'S)-acetic acid 4-hydroxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-ynyl ester

Downstream raw materials:

(Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-en-1-ol

(Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-enal

(Z,Z)-(1S,2S,4S)-4-(5-bromo-1-methoxymethoxy-penta-2,4-dienyl)-2-phenyl[1,3]dioxane

(Z,Z)-(3S,4S)-1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dien-3-ol

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