(2S,2'S)-((2R,4S)-6-tert-butoxy-2-methoxy-6-oxohexane-1,4-diyl) bis(3,3,3-trifluoro-2-methoxy-2-phenylpropanoate)

Base Information

Chemical Name:(2S,2'S)-((2R,4S)-6-tert-butoxy-2-methoxy-6-oxohexane-1,4-diyl) bis(3,3,3-trifluoro-2-methoxy-2-phenylpropanoate)
CAS No.:1568949-01-8
Molecular Formula:C₃₁H₃₆F₆O₉
Molecular Weight:666.612
Hs Code.:

Synonyms:(2S,2'S)-((2R,4S)-6-tert-butoxy-2-methoxy-6-oxohexane-1,4-diyl) bis(3,3,3-trifluoro-2-methoxy-2-phenylpropanoate)

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Chemical Property of (2S,2'S)-((2R,4S)-6-tert-butoxy-2-methoxy-6-oxohexane-1,4-diyl) bis(3,3,3-trifluoro-2-methoxy-2-phenylpropanoate)

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Technology Process of (2S,2'S)-((2R,4S)-6-tert-butoxy-2-methoxy-6-oxohexane-1,4-diyl) bis(3,3,3-trifluoro-2-methoxy-2-phenylpropanoate)

There total 3 articles about (2S,2'S)-((2R,4S)-6-tert-butoxy-2-methoxy-6-oxohexane-1,4-diyl) bis(3,3,3-trifluoro-2-methoxy-2-phenylpropanoate) 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: 73.0%

: 1392284-73-9
tert-butyl (3S,5R)-3,6-dihydroxy-5-methoxyhexanoate

: (S)-MTPA

: 1568949-01-8
(2S,2'S)-((2R,4S)-6-tert-butoxy-2-methoxy-6-oxohexane-1,4-diyl) bis(3,3,3-trifluoro-2-methoxy-2-phenylpropanoate)

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In toluene; at 0 ℃; for 2h;
DOI:10.1002/chem.201302197

Reference yield:

: 1392284-72-8
(R)-tert-butyl 6-(tert-butyldimethylsilyloxy)-5-methoxy-3-oxohexanoate

: 1568949-01-8
(2S,2'S)-((2R,4S)-6-tert-butoxy-2-methoxy-6-oxohexane-1,4-diyl) bis(3,3,3-trifluoro-2-methoxy-2-phenylpropanoate)

Guidance literature:: Multi-step reaction with 2 steps

1: dichloro(benzene)ruthenium(II) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); hydrogen / methanol; N,N-dimethyl-formamide / 17 h / 95 - 100 °C / 3000.3 Torr / Inert atmosphere; Sonication

2: dmap; triethylamine; 2,4,6-trichlorobenzoyl chloride / toluene / 2 h / 0 °C

With dmap; dichloro(benzene)ruthenium(II) dimer; 2,4,6-trichlorobenzoyl chloride; hydrogen; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.201302197

Reference yield:

: 1392284-70-6
(R)-methyl 4-(tert-butyldimethylsilyloxy)-3-methoxybutanoate

: 1568949-01-8
(2S,2'S)-((2R,4S)-6-tert-butoxy-2-methoxy-6-oxohexane-1,4-diyl) bis(3,3,3-trifluoro-2-methoxy-2-phenylpropanoate)

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C

1.2: 0.67 h / -78 °C

2.1: dichloro(benzene)ruthenium(II) dimer; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); hydrogen / methanol; N,N-dimethyl-formamide / 17 h / 95 - 100 °C / 3000.3 Torr / Inert atmosphere; Sonication

3.1: dmap; triethylamine; 2,4,6-trichlorobenzoyl chloride / toluene / 2 h / 0 °C

With dmap; dichloro(benzene)ruthenium(II) dimer; 2,4,6-trichlorobenzoyl chloride; hydrogen; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; n-heptane; ethylbenzene; N,N-dimethyl-formamide; toluene; 1.1: |Claisen Condensation / 1.2: |Claisen Condensation;
DOI:10.1002/chem.201302197