(R)-(4-Methoxy-benzyloxymethoxy)-((R)-5-oxo-tetrahydro-furan-2-yl)-acetaldehyde

Base Information

• Chemical Name: (R)-(4-Methoxy-benzyloxymethoxy)-((R)-5-oxo-tetrahydro-furan-2-yl)-acetaldehyde
• CAS No.: 212056-65-0
• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.304
• Mol file: 212056-65-0.mol

Synonyms:(R)-(4-Methoxy-benzyloxymethoxy)-((R)-5-oxo-tetrahydro-furan-2-yl)-acetaldehyde

Chemical Property of (R)-(4-Methoxy-benzyloxymethoxy)-((R)-5-oxo-tetrahydro-furan-2-yl)-acetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(4-Methoxy-benzyloxymethoxy)-((R)-5-oxo-tetrahydro-furan-2-yl)-acetaldehyde

There total 3 articles about (R)-(4-Methoxy-benzyloxymethoxy)-((R)-5-oxo-tetrahydro-furan-2-yl)-acetaldehyde 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:

(R)-5-[(S)-1-(4-Methoxy-benzyloxymethoxy)-3-methyl-but-2-enyl]-5H-furan-2-one (212056-63-8) → (R)-(4-Methoxy-benzyloxymethoxy)-((R)-5-oxo-tetrahydro-furan-2-yl)-acetaldehyde (212056-65-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄, CoCl₂*6H₂O / methanol; CH₂Cl₂ / 23 °C

2: 1) O₃, 2) Me₂S / 1) MeOH, CH₂Cl₂, -78 deg C, 2) MeOH, CH₂Cl₂, 23 deg C

With sodium tetrahydroborate; dimethylsulfide; ozone; cobalt(II) chloride; In methanol; dichloromethane;

DOI:10.1016/S0040-4039(98)00973-3

Reference yield:

(R)-4-((2S,5S)-2,5-Dimethyl-pyrrolidin-1-yl)-5-[(S)-1-(4-methoxy-benzyloxymethoxy)-3-methyl-but-2-enyl]-5H-furan-2-one → (R)-(4-Methoxy-benzyloxymethoxy)-((R)-5-oxo-tetrahydro-furan-2-yl)-acetaldehyde (212056-65-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NaCNBH₃, AcOH / 23 - 40 °C

2: NaBH₄, CoCl₂*6H₂O / methanol; CH₂Cl₂ / 23 °C

3: 1) O₃, 2) Me₂S / 1) MeOH, CH₂Cl₂, -78 deg C, 2) MeOH, CH₂Cl₂, 23 deg C

With sodium tetrahydroborate; dimethylsulfide; sodium cyanoborohydride; ozone; acetic acid; cobalt(II) chloride; In methanol; dichloromethane;

DOI:10.1016/S0040-4039(98)00973-3

Reference yield:

(R)-5-[(S)-1-(4-Methoxy-benzyloxymethoxy)-3-methyl-but-2-enyl]-dihydro-furan-2-one (212056-64-9) → (R)-(4-Methoxy-benzyloxymethoxy)-((R)-5-oxo-tetrahydro-furan-2-yl)-acetaldehyde (212056-65-0)

Guidance literature:

With dimethylsulfide; ozone; Yield given. Multistep reaction; 1) MeOH, CH₂Cl₂, -78 deg C, 2) MeOH, CH₂Cl₂, 23 deg C;

DOI:10.1016/S0040-4039(98)00973-3

upstream raw materials:

(R)-5-[(S)-1-(4-Methoxy-benzyloxymethoxy)-3-methyl-but-2-enyl]-dihydro-furan-2-one

(R)-5-[(S)-1-(4-Methoxy-benzyloxymethoxy)-3-methyl-but-2-enyl]-5H-furan-2-one

Downstream raw materials:

(R)-5-[(1S,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxy-1-(4-methoxy-benzyloxymethoxy)-pent-4-enyl]-dihydro-furan-2-one

(R)-5-[(1R,2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxymethoxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-pent-4-enyl]-dihydro-furan-2-one

2,2-Dimethyl-propionic acid (4R,5R,6S,7S)-7-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-(4-methoxy-benzyloxymethoxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-non-8-enyl ester

2,2-Dimethyl-propionic acid 3-[(2R,3R,4S,5S,6R)-5-(tert-butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3-(4-methoxy-benzyloxymethoxy)-4-(2-trimethylsilanyl-ethoxymethoxy)-tetrahydro-pyran-2-yl]-propyl ester