1-((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-propan-2-one

Base Information

Chemical Name:1-((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-propan-2-one
CAS No.:152901-63-8
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:1-((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-propan-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-propan-2-one

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Technology Process of 1-((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-propan-2-one

There total 14 articles about 1-((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-propan-2-one 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: 91.0%

: 1-((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-propan-2-ol

: 152901-63-8
1-((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-propan-2-one

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)73848-2

Reference yield: 11.0%

: 152901-62-7
(E)-(5S,8R)-5-Benzyloxymethoxy-8-(tert-butyl-diphenyl-silanyloxy)-non-3-en-2-one

: 152901-63-8
1-((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-propan-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 60 ℃; for 2h;
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

: 152901-63-8
1-((2R,3S,6R)-3-Benzyloxymethoxy-6-methyl-tetrahydro-pyran-2-yl)-propan-2-one

Guidance literature:: Multi-step reaction with 10 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

9: 98 percent / tetrahydrofuran

10: 91 percent / PDC / dimethylformamide

With pyridine; dmap; lithium aluminium tetrahydride; dipyridinium dichromate; 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; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)73848-2