2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

Base Information

Chemical Name:2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester
CAS No.:404890-44-4
Molecular Formula:C₃₂H₅₀O₆
Molecular Weight:530.745
Hs Code.:

2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

Synonyms:2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

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Chemical Property of 2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

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Technology Process of 2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

There total 16 articles about 2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester 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: 82.0%

: 404890-46-6
(S)-4-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2-methyl-butyraldehyde

: 404890-45-5
2-Methyl-2-[(2R,6S)-6-(2-oxo-propyl)-tetrahydro-pyran-2-yl]-propionic acid benzyl ester

: 2-{(2R,6S)-6-[(4S,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

: 404890-44-4
2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

: 2-{(2R,6S)-6-[(2S,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

Guidance literature:: 2-Methyl-2-[(2R,6S)-6-(2-oxo-propyl)-tetrahydro-pyran-2-yl]-propionic acid benzyl ester; With triethylamine; diethylboron trifluoromethanesulfonate; In diethyl ether; at -78 ℃;

(S)-4-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2-methyl-butyraldehyde; In diethyl ether; at -78 ℃;

With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at -10 ℃;
DOI:10.1021/ol016938u

Reference yield: 82.0%

: 404890-72-8
2-{(2R,6S)-6-[(4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-4-hydroxy-5-methyl-2-oxo-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

: 404890-44-4
2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

Guidance literature:: With acetic acid; tetramethylammonium triacetoxyborohydride; at -10 ℃;
DOI:10.1021/ol0510769

Reference yield:

: 97518-80-4
benzyl 2,2-dimethyl-3-oxopropanoate

: 404890-44-4
2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: (+)-Ipc₂BOMe / diethyl ether / 3 h / -78 - 20 °C

1.2: 79 percent / diethyl ether / 4 h / -78 °C

2.1: 83 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 1 h / 0 °C

3.1: 76 percent / Grubbs' imidazolidinyl ruthenium complex / CH₂Cl₂ / 4 h / 20 °C

4.1: 7 percent / NaBH₄ / NiCl₂*6H₂O / tetrahydrofuran / 2 h / 0 °C

5.1: 70 percent / acetonitrile / 24 h / 90 °C

6.1: 90 percent / t-BuOK / tetrahydrofuran / 0.17 h / 0 °C

7.1: Et₂BOTf; Et₃N / diethyl ether; hexane / -78 °C

7.2: diethyl ether; hexane / -78 °C

7.3: 82 percent / Me₄NBH(OAc)3; HOAc / acetonitrile / 4 h / 20 °C

With dmap; sodium tetrahydroborate; potassium tert-butylate; triethylamine; N-ethyl-N,N-diisopropylamine; (+)-B-methoxydiisocamphenylborane; diethylboron trifluoromethanesulfonate; Grubbs catalyst first generation; nickel dichloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1021/ol016938u