(1R,2R,5S)-2-Formyl-1,2-dimethyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

Base Information

• Chemical Name: (1R,2R,5S)-2-Formyl-1,2-dimethyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester
• CAS No.: 221145-18-2
• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.477

Synonyms:(1R,2R,5S)-2-Formyl-1,2-dimethyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

Chemical Property of (1R,2R,5S)-2-Formyl-1,2-dimethyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

Chemical Property:

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Technology Process of (1R,2R,5S)-2-Formyl-1,2-dimethyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

There total 3 articles about (1R,2R,5S)-2-Formyl-1,2-dimethyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester 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%

(1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester (221145-02-4) → (1R,2R,5S)-2-Formyl-1,2-dimethyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester (221145-18-2)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; Ambient temperature;

DOI:10.1016/S0960-894X(98)00693-3

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → (1R,2R,5S)-2-Formyl-1,2-dimethyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester (221145-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / PPTS / CH₂Cl₂

2: 90 percent / PCC / CH₂Cl₂ / Ambient temperature

With pyridinium p-toluenesulfonate; pyridinium chlorochromate; In dichloromethane;

DOI:10.1016/S0960-894X(98)00693-3

Reference yield:

(1R,2R,5S)-2,5-Bis-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl ester (218271-69-3) → (1R,2R,5S)-2-Formyl-1,2-dimethyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester (221145-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / PPTS / CH₂Cl₂

2: 90 percent / PCC / CH₂Cl₂ / Ambient temperature

With pyridinium p-toluenesulfonate; pyridinium chlorochromate; In dichloromethane;

DOI:10.1016/S0960-894X(98)00693-3

upstream raw materials:

(1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

3,4-dihydro-2H-pyran

(1R,2R,5S)-2,5-Bis-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl ester

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