(2S,3R,4S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-2,6-dimethyl-heptane-1,3-diol

Base Information

Chemical Name:(2S,3R,4S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-2,6-dimethyl-heptane-1,3-diol
CAS No.:136262-72-1
Molecular Formula:C₂₆H₄₀O₄Si
Molecular Weight:444.687
Hs Code.:

Synonyms:

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Chemical Property of (2S,3R,4S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-2,6-dimethyl-heptane-1,3-diol

Chemical Property:

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Technology Process of (2S,3R,4S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-2,6-dimethyl-heptane-1,3-diol

There total 19 articles about (2S,3R,4S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-2,6-dimethyl-heptane-1,3-diol 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:

: 95514-04-8,129029-85-2,120346-83-0
(S)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 136262-72-1
(2S,3R,4S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-2,6-dimethyl-heptane-1,3-diol

Guidance literature:: Multi-step reaction with 18 steps

1: Et₃N

2: NaI / dimethylsulfoxide

3: DIBAH / diethyl ether

5: DIBAH

6: L-(+)-DIPT, TBHP, TIP / -30 °C

7: Ph₃P, I₂, Im

8: n-BuLi / tetrahydrofuran / -78 deg C to room temp.

10: 1.) O₃, KOH / CH₂Cl₂

11: 78 percent

12: 80 percent / K₂CO₃ / 18-C-6 / toluene

13: Zn(BH₄)2 / diethyl ether / -45 °C

14: tetrahydrofuran / 0 °C

15: 87 percent / HOAc / tetrahydrofuran; H₂O

16: 91 percent / PPTS / acetone

17: O₃ / methanol; CH₂Cl₂

18: NaBH₄

With tert.-butylhydroperoxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; zinc(II) tetrahydroborate; L-(+)-diisopropyl tartrate; impramine; iodine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; potassium carbonate; ozone; acetic acid; triethylamine; triphenylphosphine; sodium iodide; 18-crown-6 ether; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; acetone; toluene;
DOI:10.1021/jo00019a004

Reference yield:

: 123444-68-8
(S)-4-(tert-butyldiphenylsilyloxy)-3-methylbutanal

: 136262-72-1
(2S,3R,4S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-2,6-dimethyl-heptane-1,3-diol

Guidance literature:: Multi-step reaction with 15 steps

2: DIBAH

3: L-(+)-DIPT, TBHP, TIP / -30 °C

4: Ph₃P, I₂, Im

5: n-BuLi / tetrahydrofuran / -78 deg C to room temp.

7: 1.) O₃, KOH / CH₂Cl₂

8: 78 percent

9: 80 percent / K₂CO₃ / 18-C-6 / toluene

10: Zn(BH₄)2 / diethyl ether / -45 °C

11: tetrahydrofuran / 0 °C

12: 87 percent / HOAc / tetrahydrofuran; H₂O

13: 91 percent / PPTS / acetone

14: O₃ / methanol; CH₂Cl₂

15: NaBH₄

With tert.-butylhydroperoxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; zinc(II) tetrahydroborate; L-(+)-diisopropyl tartrate; impramine; iodine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; potassium carbonate; ozone; acetic acid; triphenylphosphine; 18-crown-6 ether; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; toluene;
DOI:10.1021/jo00019a004

Reference yield:

: 136262-53-8
(3S)-4-[(tert-butyldiphenylsilyl)oxy]-3-methylbutanenitrile

: 136262-72-1
(2S,3R,4S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-2,6-dimethyl-heptane-1,3-diol

Guidance literature:: Multi-step reaction with 16 steps

1: DIBAH / diethyl ether

3: DIBAH

4: L-(+)-DIPT, TBHP, TIP / -30 °C

5: Ph₃P, I₂, Im

6: n-BuLi / tetrahydrofuran / -78 deg C to room temp.

8: 1.) O₃, KOH / CH₂Cl₂

9: 78 percent

10: 80 percent / K₂CO₃ / 18-C-6 / toluene

11: Zn(BH₄)2 / diethyl ether / -45 °C

12: tetrahydrofuran / 0 °C

13: 87 percent / HOAc / tetrahydrofuran; H₂O

14: 91 percent / PPTS / acetone

15: O₃ / methanol; CH₂Cl₂

16: NaBH₄

With tert.-butylhydroperoxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; zinc(II) tetrahydroborate; L-(+)-diisopropyl tartrate; impramine; iodine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; potassium carbonate; ozone; acetic acid; triphenylphosphine; 18-crown-6 ether; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; toluene;
DOI:10.1021/jo00019a004