6(R)-<1(R)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-4(S)-<1(R)-methyl-2-formylethyl>-2,2,5(S)-trimethyl-1,3-dioxane

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Chemical Name:6(R)-<1(R)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-4(S)-<1(R)-methyl-2-formylethyl>-2,2,5(S)-trimethyl-1,3-dioxane
CAS No.:122213-29-0
Molecular Formula:C₂₉H₄₂O₄Si
Molecular Weight:482.736
Hs Code.:

Synonyms:6(R)-<1(R)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-4(S)-<1(R)-methyl-2-formylethyl>-2,2,5(S)-trimethyl-1,3-dioxane

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Chemical Property of 6(R)-<1(R)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-4(S)-<1(R)-methyl-2-formylethyl>-2,2,5(S)-trimethyl-1,3-dioxane

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Technology Process of 6(R)-<1(R)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-4(S)-<1(R)-methyl-2-formylethyl>-2,2,5(S)-trimethyl-1,3-dioxane

There total 28 articles about 6(R)-<1(R)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-4(S)-<1(R)-methyl-2-formylethyl>-2,2,5(S)-trimethyl-1,3-dioxane 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:

: 122292-25-5
(S)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propan-1-ol

: 122213-29-0
6(R)-<1(R)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-4(S)-<1(R)-methyl-2-formylethyl>-2,2,5(S)-trimethyl-1,3-dioxane

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.25h; Yield given;
DOI:10.1021/jo00275a019

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

: 81470-86-2,82992-37-8,122213-29-0,129100-72-7
(S)-2-{(4R,5S,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

Guidance literature:: Multi-step reaction with 9 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

With pyridine; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; 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

: 81470-86-2,82992-37-8,122213-29-0,129100-72-7
(S)-2-{(4R,5S,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

Guidance literature:: Multi-step reaction with 11 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

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