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

Base Information

Chemical Name:6(R)-<1(S)-methyl-2-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<1(S)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-2,2,5(S)-trimethyl-1,3-dioxane
CAS No.:115076-42-1
Molecular Formula:C₃₅H₅₈O₄Si₂
Molecular Weight:599.014
Hs Code.:

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

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

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

There total 12 articles about 6(R)-<1(S)-methyl-2-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<1(S)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-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: 82.0%

: 115047-33-1,115115-20-3
7-<(tert-butyldimethylsilyl)oxy>-1-<(tert-butyldiphenylsilyl)oxy>-2(S),4(S),6(S)-trimethylheptane-3(S),5(R)-diol

: 77-76-9
2,2-dimethoxy-propane

: 115076-42-1
6(R)-<1(S)-methyl-2-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<1(S)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-2,2,5(S)-trimethyl-1,3-dioxane

Guidance literature:: With toluene-4-sulfonic acid; at 25 ℃; for 18h;
DOI:10.1021/ja00224a032

Reference yield:

: (3R,4S,5R)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-5-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-tetrahydro-furan-2-ol

: 115076-42-1
6(R)-<1(S)-methyl-2-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<1(S)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-2,2,5(S)-trimethyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N, methanesulfonyl chloride / CH₂Cl₂ / 0 deg C, 30 min, 25 deg C, 30 min

2: 1.) ozone, NaHCO₃, 2.) dimethyl sulfide / 1.) MeOH, CH₂Cl₂, -78 deg C, 2.) MeOH, CH₂Cl₂, -25 deg C 45 min

3: NH₃ / methanol / 3 h / 25 °C

4: 36 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

5: 82 percent / p-toluenesulfonic acid / 18 h / 25 °C

With dimethylsulfide; ammonia; diisobutylaluminium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; methanesulfonyl chloride; triethylamine; In methanol; hexane; dichloromethane;
DOI:10.1021/ja00224a032

Reference yield:

: (3R,4S,5R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((R)-2-hydroxy-1-methyl-ethyl)-4-methyl-dihydro-furan-2-one

: 115076-42-1
6(R)-<1(S)-methyl-2-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<1(S)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-2,2,5(S)-trimethyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 7 steps

1: 4-(dimethylamino)pyridine, imidazole / dimethylformamide / 25 °C

2: diisobutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

3: Et₃N, methanesulfonyl chloride / CH₂Cl₂ / 0 deg C, 30 min, 25 deg C, 30 min

4: 1.) ozone, NaHCO₃, 2.) dimethyl sulfide / 1.) MeOH, CH₂Cl₂, -78 deg C, 2.) MeOH, CH₂Cl₂, -25 deg C 45 min

5: NH₃ / methanol / 3 h / 25 °C

6: 36 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

7: 82 percent / p-toluenesulfonic acid / 18 h / 25 °C

With 1H-imidazole; dmap; dimethylsulfide; ammonia; diisobutylaluminium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; methanesulfonyl chloride; triethylamine; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00224a032