(E)-(R)-4-{(4S,5R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enoic acid ethyl ester

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Chemical Name:(E)-(R)-4-{(4S,5R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enoic acid ethyl ester
CAS No.:81470-87-3
Molecular Formula:C₃₃H₄₈O₅Si
Molecular Weight:552.827
Hs Code.:

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Chemical Property of (E)-(R)-4-{(4S,5R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enoic acid ethyl ester

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Technology Process of (E)-(R)-4-{(4S,5R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enoic acid ethyl ester

There total 19 articles about (E)-(R)-4-{(4S,5R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enoic acid ethyl 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:

: 81470-77-1,98102-72-8,100760-30-3,115181-74-3,133006-91-4,135211-99-3,138124-14-8,145514-09-6
(2S,3R,4R)-1-(benzyloxy)-3,5-(isopropylidenedioxy)-2,4-dimethylpentane

: 81470-87-3
(E)-(R)-4-{(4S,5R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 96 percent / liquid ammonia, Li / tetrahydrofuran / 0.33 h / Heating

2: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -78 °C

3: 86 percent / chromic chloride, LAH / tetrahydrofuran / 0.5 h

5: 100 percent / AcOH / H₂O / 0.17 h / 40 °C

6: 92 percent / pyridine / CH₂Cl₂ / 0 deg C, 1.5 h. then room temp., 2 h.

7: 99 percent / camphorsulfonic acid / 2 h / Ambient temperature

8: 100 percent / LAH / diethyl ether / 0.25 h / 25 °C

9: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -78 °C

10: t-BuOK / tetrahydrofuran / 0.33 h / -78 °C

With pyridine; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; potassium tert-butylate; ammonia; chromium(III) chloride; lithium; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1016/S0040-4020(01)93261-2

Reference yield:

: 73814-75-2,73814-80-9,73837-43-1,79027-31-9,81520-04-9,81520-05-0,81520-08-3,81520-09-4,104320-78-7,115458-81-6,115458-82-7,125873-79-2,125873-80-5
[(2S,3S)-3-((S)-2-Benzyloxy-1-methyl-ethyl)-oxiranyl]-methanol

: 81470-87-3
(E)-(R)-4-{(4S,5R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 89 percent / copper (I) iodide / diethyl ether / -40 deg C, 5 h. then -23 deg C, 30 min.

2: 92 percent / camphorsulfonic acid / acetone / 0.5 h / 25 °C

3: 96 percent / liquid ammonia, Li / tetrahydrofuran / 0.33 h / Heating

4: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -78 °C

5: 86 percent / chromic chloride, LAH / tetrahydrofuran / 0.5 h

7: 100 percent / AcOH / H₂O / 0.17 h / 40 °C

8: 92 percent / pyridine / CH₂Cl₂ / 0 deg C, 1.5 h. then room temp., 2 h.

9: 99 percent / camphorsulfonic acid / 2 h / Ambient temperature

10: 100 percent / LAH / diethyl ether / 0.25 h / 25 °C

11: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -78 °C

12: t-BuOK / tetrahydrofuran / 0.33 h / -78 °C

With pyridine; copper(l) iodide; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; potassium tert-butylate; ammonia; chromium(III) chloride; lithium; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1016/S0040-4020(01)93261-2

Reference yield:

: 81520-03-8
(2E,4R)-5-(benzyloxy)-4-methyl-2-penten-1-ol

: 81470-87-3
(E)-(R)-4-{(4S,5R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: titanium tetraisopropoxide, t-butyl hydroperoxide / D(-)-diethyl tartrate / CH₂Cl₂ / 0.67 h / -23 °C

2: 89 percent / copper (I) iodide / diethyl ether / -40 deg C, 5 h. then -23 deg C, 30 min.

3: 92 percent / camphorsulfonic acid / acetone / 0.5 h / 25 °C

4: 96 percent / liquid ammonia, Li / tetrahydrofuran / 0.33 h / Heating

5: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -78 °C

6: 86 percent / chromic chloride, LAH / tetrahydrofuran / 0.5 h

8: 100 percent / AcOH / H₂O / 0.17 h / 40 °C

9: 92 percent / pyridine / CH₂Cl₂ / 0 deg C, 1.5 h. then room temp., 2 h.

10: 99 percent / camphorsulfonic acid / 2 h / Ambient temperature

11: 100 percent / LAH / diethyl ether / 0.25 h / 25 °C

12: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -78 °C

13: t-BuOK / tetrahydrofuran / 0.33 h / -78 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; potassium tert-butylate; ammonia; chromium(III) chloride; lithium; acetic acid; dimethyl sulfoxide; diethyl (2S,3S)-tartrate; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1016/S0040-4020(01)93261-2