(2R,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-3,6-dihydro-2H-pyran-2-carboxylic acid

Base Information

Chemical Name:(2R,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-3,6-dihydro-2H-pyran-2-carboxylic acid
CAS No.:131429-89-5
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:(2R,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-3,6-dihydro-2H-pyran-2-carboxylic acid

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Chemical Property of (2R,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-3,6-dihydro-2H-pyran-2-carboxylic acid

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Technology Process of (2R,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-3,6-dihydro-2H-pyran-2-carboxylic acid

There total 1 articles about (2R,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-3,6-dihydro-2H-pyran-2-carboxylic acid 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:

: 96720-60-4,107134-01-0,131487-83-7
(5R,6R)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-6-((E)-propenyl)-[1,4]dioxan-2-one

: 131429-89-5
(2R,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-3,6-dihydro-2H-pyran-2-carboxylic acid

Guidance literature:: With hydrogenchloride; chloro-trimethyl-silane; triethylamine; lithium hexamethyldisilazane; Yield given. Multistep reaction; 1) THF, -78 deg C, then reflux, 4.5 h;
DOI:10.1016/S0040-4039(00)98051-1

Reference yield: 96.0%

: 131429-89-5
(2R,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-3,6-dihydro-2H-pyran-2-carboxylic acid

: 131429-65-7
(2R,3S,6S)-6-((R)-2-Hydroxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-carboxylic acid benzyl ester

: 131447-98-8
(2R,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-3,6-dihydro-2H-pyran-2-carboxylic acid (R)-2-((2S,5S,6R)-6-benzyloxycarbonyl-5-methyl-tetrahydro-pyran-2-yl)-propyl ester

Guidance literature:: With dmap; 4-N,N-dimethylaminopyridine trifluoroacetate; dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃;
DOI:10.1016/S0040-4039(00)98051-1

Reference yield:

: 131429-89-5
(2R,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-3,6-dihydro-2H-pyran-2-carboxylic acid

: 131429-65-7
(2R,3S,6S)-6-((R)-2-Hydroxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / H₂ / Pd/C / ethanol / 10 h / 760 Torr / Ambient temperature

2: 97 percent / DCC, DMAP, DMAP-TFA / CH₂Cl₂ / 25 °C

With dmap; hydrogen; 4-N,N-dimethylaminopyridine trifluoroacetate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1016/S0040-4039(00)98051-1