(2R,3R,4S)-3-Benzyloxy-2-methyl-4-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentanal

Base Information

• Chemical Name: (2R,3R,4S)-3-Benzyloxy-2-methyl-4-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentanal
• CAS No.: 477781-58-1
• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.456

Synonyms:(2R,3R,4S)-3-Benzyloxy-2-methyl-4-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentanal

Chemical Property of (2R,3R,4S)-3-Benzyloxy-2-methyl-4-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentanal

Chemical Property:

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Technology Process of (2R,3R,4S)-3-Benzyloxy-2-methyl-4-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentanal

There total 3 articles about (2R,3R,4S)-3-Benzyloxy-2-methyl-4-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentanal 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: 90.0%

(2S,3S,4S)-3-benzyloxy-2-methyl-4-[(4S,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl]pentan-1-ol (359868-31-8) → (2R,3R,4S)-3-Benzyloxy-2-methyl-4-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentanal (477781-58-1)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide; at 25 ℃; for 2h;

DOI:10.1016/S0040-4039(02)01705-7

Reference yield:

2,2-dimethoxy-propane (77-76-9) → (2R,3R,4S)-3-Benzyloxy-2-methyl-4-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentanal (477781-58-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / CSA / CH₂Cl₂ / 1 h / 25 °C

2: 90 percent / IBX / dimethylsulfoxide; tetrahydrofuran / 2 h / 25 °C

With camphor-10-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/S0040-4039(02)01705-7

Reference yield:

(2S,3S,4R,5S,6S)-5-(benzyloxy)-2,4,6-trimethylheptane-1,3,7-triol (171231-73-5) → (2R,3R,4S)-3-Benzyloxy-2-methyl-4-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentanal (477781-58-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / CSA / CH₂Cl₂ / 1 h / 25 °C

2: 90 percent / IBX / dimethylsulfoxide; tetrahydrofuran / 2 h / 25 °C

With camphor-10-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/S0040-4039(02)01705-7

upstream raw materials:

(2S,3S,4S)-3-benzyloxy-2-methyl-4-[(4S,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl]pentan-1-ol

2,2-dimethoxy-propane

(2S,3S,4R,5S,6S)-5-(benzyloxy)-2,4,6-trimethylheptane-1,3,7-triol

Downstream raw materials:

(E)-(2R,3R,4R,8S,9S,10S)-1,3,9-Tris-benzyloxy-2,4,8-trimethyl-10-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-undec-6-en-5-one

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