(2R,3R,4R)-2-(benzyloxy)-3-(methoxymethoxy)-2-methyl-4,5-bis(pivaloyloxy)pentanal

Base Information

• Chemical Name: (2R,3R,4R)-2-(benzyloxy)-3-(methoxymethoxy)-2-methyl-4,5-bis(pivaloyloxy)pentanal
• CAS No.: 168776-31-6
• Molecular Formula: C₂₅H₃₈O₈
• Molecular Weight: 466.572

Synonyms:(2R,3R,4R)-2-(benzyloxy)-3-(methoxymethoxy)-2-methyl-4,5-bis(pivaloyloxy)pentanal

Chemical Property of (2R,3R,4R)-2-(benzyloxy)-3-(methoxymethoxy)-2-methyl-4,5-bis(pivaloyloxy)pentanal

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (2R,3R,4R)-2-(benzyloxy)-3-(methoxymethoxy)-2-methyl-4,5-bis(pivaloyloxy)pentanal

There total 3 articles about (2R,3R,4R)-2-(benzyloxy)-3-(methoxymethoxy)-2-methyl-4,5-bis(pivaloyloxy)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:

3-O-benzyl-3-C-methyl-5,6-di-O-pivaloyl-D-allofuranose → (2R,3R,4R)-2-(benzyloxy)-3-(methoxymethoxy)-2-methyl-4,5-bis(pivaloyloxy)pentanal (168776-31-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 3.25 g / aq. NaIO₄ / methanol / 3 h

2: 3.00 g / Et₃N / methanol / 1 h / Ambient temperature

3: i-Pr₂NEt / 20 h / Heating

With sodium periodate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol;

DOI:10.1021/jo951897z

Reference yield:

2,2-Dimethyl-propionic acid (1R,2R,3R)-3-benzyloxy-1-(2,2-dimethyl-propionyloxymethyl)-2-formyloxy-3-methyl-4-oxo-butyl ester (175408-85-2) → (2R,3R,4R)-2-(benzyloxy)-3-(methoxymethoxy)-2-methyl-4,5-bis(pivaloyloxy)pentanal (168776-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.00 g / Et₃N / methanol / 1 h / Ambient temperature

2: i-Pr₂NEt / 20 h / Heating

With triethylamine; N-ethyl-N,N-diisopropylamine; In methanol;

DOI:10.1021/jo951897z

Reference yield:

chloromethyl methyl ether (107-30-2) + 2,2-Dimethyl-propionic acid (1R,2R,3R)-3-benzyloxy-1-(2,2-dimethyl-propionyloxymethyl)-2-hydroxy-3-methyl-4-oxo-butyl ester (175408-87-4) → (2R,3R,4R)-2-(benzyloxy)-3-(methoxymethoxy)-2-methyl-4,5-bis(pivaloyloxy)pentanal (168776-31-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; Yield given; Heating;

DOI:10.1016/00404-0399(50)1049N-

upstream raw materials:

chloromethyl methyl ether

2,2-Dimethyl-propionic acid (1R,2R,3R)-3-benzyloxy-1-(2,2-dimethyl-propionyloxymethyl)-2-hydroxy-3-methyl-4-oxo-butyl ester

2,2-Dimethyl-propionic acid (1R,2R,3R)-3-benzyloxy-1-(2,2-dimethyl-propionyloxymethyl)-2-formyloxy-3-methyl-4-oxo-butyl ester

Downstream raw materials:

(2R,3R,4S,5Z)-4-(benzyloxy)-3-(methoxymethoxy)-4-methyl-1,2-bis(pivaloyloxy)-5-decene

(2R,3R,4S)-4-Benzyloxy-3-methoxymethoxy-4-methyl-decane-1,2-diol

(2R,3R,4S)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3-methoxymethoxy-4-methyl-decan-2-ol

2,2-Dimethyl-propionic acid (2R,3R,4S)-4-benzyloxy-2-hydroxy-3-methoxymethoxy-4-methyl-decyl ester

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