2,2-Dimethyl-propionic acid (3R,6R)-5,5-bis-ethylsulfanyl-6-[(Z)-3-((4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propenyl]-tetrahydro-pyran-3-yl ester

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Chemical Name:2,2-Dimethyl-propionic acid (3R,6R)-5,5-bis-ethylsulfanyl-6-[(Z)-3-((4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propenyl]-tetrahydro-pyran-3-yl ester
CAS No.:132375-44-1
Molecular Formula:C₂₇H₄₀O₆S₂
Molecular Weight:524.743
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (3R,6R)-5,5-bis-ethylsulfanyl-6-[(Z)-3-((4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propenyl]-tetrahydro-pyran-3-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (3R,6R)-5,5-bis-ethylsulfanyl-6-[(Z)-3-((4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propenyl]-tetrahydro-pyran-3-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (3R,6R)-5,5-bis-ethylsulfanyl-6-[(Z)-3-((4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propenyl]-tetrahydro-pyran-3-yl ester

There total 15 articles about 2,2-Dimethyl-propionic acid (3R,6R)-5,5-bis-ethylsulfanyl-6-[(Z)-3-((4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propenyl]-tetrahydro-pyran-3-yl 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: 98.0%

: 132375-43-0
2,2-Dimethyl-propionic acid (3R,6R)-6-{(Z)-3-[(4S,5R)-5-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-propenyl}-5,5-bis-ethylsulfanyl-tetrahydro-pyran-3-yl ester

: 132375-44-1
2,2-Dimethyl-propionic acid (3R,6R)-5,5-bis-ethylsulfanyl-6-[(Z)-3-((4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propenyl]-tetrahydro-pyran-3-yl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 12h;

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 132375-44-1
2,2-Dimethyl-propionic acid (3R,6R)-5,5-bis-ethylsulfanyl-6-[(Z)-3-((4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propenyl]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 2) camphersulfonic acid / 1) THF, 80 deg C, 4 h, 2) CH₂Cl₂, 25 deg C, 12 h

2: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

3: 1) ozone, 2) NaBH₄ / 1) CH₂Cl₂, -78 deg C, 2 h, 2) MeOH, 0 deg C, 2 h

4: 84 percent / I₂, PPh₃, imidazole / acetonitrile / 0.5 h / 25 °C

5: 90 percent / acetonitrile / 48 h / 80 °C

6: 1) n-BuLi / 1) THF, -78 deg C, 1 h, 2) HMPA, -78 deg C - 25 deg C, 18 h

7: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h / 25 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; iodine; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile;

Reference yield:

: 132375-37-2
(1S,4R,5R,6R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3,7-dioxa-bicyclo[4.1.0]heptan-5-ol

: 132375-44-1
2,2-Dimethyl-propionic acid (3R,6R)-5,5-bis-ethylsulfanyl-6-[(Z)-3-((4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propenyl]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 86 percent / pyridinium dichromate / CH₂Cl₂ / 6 h / 25 °C

2: 88 percent / NaI, NaOAc, HOAc / acetone / 1 h / 25 °C

3: 74 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / -40 °C

4: 84 percent / NEt₃ / CH₂Cl₂ / 18 h / 25 °C

5: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 0 °C

6: 75 percent / SO₃*py, NEt₃ / CH₂Cl₂; dimethylsulfoxide / 1 h / 0 °C

7: 1) n-BuLi / 1) THF, -78 deg C, 1 h, 2) HMPA, -78 deg C - 25 deg C, 18 h

8: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h / 25 °C

With dipyridinium dichromate; n-butyllithium; pyridine-SO₃ complex; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium acetate; acetic acid; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetone;