(2R,4S)-2-Benzyloxy-4,5-(isopropylidenedioxy)-2-methylpentanal

Base Information

• Chemical Name: (2R,4S)-2-Benzyloxy-4,5-(isopropylidenedioxy)-2-methylpentanal
• CAS No.: 134639-14-8
• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.348
• Mol file: 134639-14-8.mol

Synonyms:(2R,4S)-2-Benzyloxy-4,5-(isopropylidenedioxy)-2-methylpentanal

Chemical Property of (2R,4S)-2-Benzyloxy-4,5-(isopropylidenedioxy)-2-methylpentanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S)-2-Benzyloxy-4,5-(isopropylidenedioxy)-2-methylpentanal

There total 3 articles about (2R,4S)-2-Benzyloxy-4,5-(isopropylidenedioxy)-2-methylpentanal 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: 75.0%

Methyl (2R,4S)-2-benzyloxy-4,5-(isopropylidenedioxy)-2-methylpentanoate (134639-13-7) → (2R,4S)-2-Benzyloxy-4,5-(isopropylidenedioxy)-2-methylpentanal (134639-14-8)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 3h;

DOI:10.1055/s-1991-26442

Reference yield:

benzyl bromide (100-39-0) → (2R,4S)-2-Benzyloxy-4,5-(isopropylidenedioxy)-2-methylpentanal (134639-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH / 1) DMF, -20 deg C, 2 h, 2) -20 deg C, 4 h

2: 75 percent / DIBAL-H / toluene / 3 h / -78 °C

With sodium hydride; diisobutylaluminium hydride; In toluene;

DOI:10.1055/s-1991-26442

Reference yield:

Methyl (2R,4S)-2-hydroxy-4,5-(isopropylidenedioxy)-2-methylpentanoate (134639-12-6) → (2R,4S)-2-Benzyloxy-4,5-(isopropylidenedioxy)-2-methylpentanal (134639-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH / 1) DMF, -20 deg C, 2 h, 2) -20 deg C, 4 h

2: 75 percent / DIBAL-H / toluene / 3 h / -78 °C

With sodium hydride; diisobutylaluminium hydride; In toluene;

DOI:10.1055/s-1991-26442

upstream raw materials:

Methyl (2R,4S)-2-benzyloxy-4,5-(isopropylidenedioxy)-2-methylpentanoate

benzyl bromide

Methyl (2R,4S)-2-hydroxy-4,5-(isopropylidenedioxy)-2-methylpentanoate

Downstream raw materials:

(7R,9S)-9-Benzyloxy-7,8,9,10-tetrahydro-6,7,11-trihydroxy-9-methyl-5,12-naphthacendione

(7S,9S)-9-Benzyloxy-7,8,9,10-tetrahydro-6,7,11-trihydroxy-9-methyl-5,12-naphthacendione

2-((S)-2-Benzyloxy-4,5-dihydroxy-2-methyl-pentyl)-1,4-dihydroxy-anthraquinone

(3S)-3-Benzyloxy-4-(1,4-dihydroxy-9,10-anthraquinon-2-yl)-3-methylbutanal