((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-acetaldehyde

Base Information

Chemical Name:((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-acetaldehyde
CAS No.:152901-67-2
Molecular Formula:C₁₆H₂₂O₄
Molecular Weight:278.348
Hs Code.:

Synonyms:((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-acetaldehyde

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Chemical Property of ((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-acetaldehyde

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Technology Process of ((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-acetaldehyde

There total 8 articles about ((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-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: 78.0%

: 152901-66-1
2-((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-ethanol

: 152901-67-2
((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-acetaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(00)73848-2

Reference yield:

: 1888-89-7,74892-53-8,131722-62-8,74892-51-6
(2S,5S)-1,5-hexadiene diepoxide

: 152901-67-2
((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) Vitride, 2.) DMAP / 1.) THF

2: 1.) LDA / 1.) THF

3: 1.) mCPBA, 2.) pyridine / 1.) CH₂Cl₂, -30 deg C, 1 h, 2.) toluene, reflux

4: i-PrNEt₂ / CH₂Cl₂ / Heating

5: Bu₄NF / tetrahydrofuran / 2 h / Heating

6: K₂CO₃ / tetrahydrofuran / 12 h / Heating

7: 93 percent / LiAlH₄

8: 78 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

With pyridine; dmap; lithium aluminium tetrahydride; oxalyl dichloride; N,N-diethyl-N-isopropylamine; tetrabutyl ammonium fluoride; potassium carbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)73848-2

Reference yield:

: 152901-65-0
((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester

: 152901-67-2
((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / LiAlH₄

2: 78 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(00)73848-2