1-[(E)-(1R,2S,3R,6R)-7-Benzenesulfonyl-1-[(1R,3S)-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-3-(diethyl-isopropyl-silanyloxy)-2-methoxy-4,6-dimethyl-hept-4-enyloxymethyl]-4-methoxy-benzene

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Chemical Name:1-[(E)-(1R,2S,3R,6R)-7-Benzenesulfonyl-1-[(1R,3S)-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-3-(diethyl-isopropyl-silanyloxy)-2-methoxy-4,6-dimethyl-hept-4-enyloxymethyl]-4-methoxy-benzene
CAS No.:143619-17-4
Molecular Formula:C₄₃H₇₄O₇SSi₂
Molecular Weight:791.293
Hs Code.:

1-[(E)-(1R,2S,3R,6R)-7-Benzenesulfonyl-1-[(1R,3S)-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-3-(diethyl-isopropyl-silanyloxy)-2-methoxy-4,6-dimethyl-hept-4-enyloxymethyl]-4-methoxy-benzene

Synonyms:1-[(E)-(1R,2S,3R,6R)-7-Benzenesulfonyl-1-[(1R,3S)-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-3-(diethyl-isopropyl-silanyloxy)-2-methoxy-4,6-dimethyl-hept-4-enyloxymethyl]-4-methoxy-benzene

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Chemical Property of 1-[(E)-(1R,2S,3R,6R)-7-Benzenesulfonyl-1-[(1R,3S)-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-3-(diethyl-isopropyl-silanyloxy)-2-methoxy-4,6-dimethyl-hept-4-enyloxymethyl]-4-methoxy-benzene

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Technology Process of 1-[(E)-(1R,2S,3R,6R)-7-Benzenesulfonyl-1-[(1R,3S)-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-3-(diethyl-isopropyl-silanyloxy)-2-methoxy-4,6-dimethyl-hept-4-enyloxymethyl]-4-methoxy-benzene

There total 17 articles about 1-[(E)-(1R,2S,3R,6R)-7-Benzenesulfonyl-1-[(1R,3S)-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-3-(diethyl-isopropyl-silanyloxy)-2-methoxy-4,6-dimethyl-hept-4-enyloxymethyl]-4-methoxy-benzene 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: 90.0%

: 143619-16-3
1-[(E)-(1R,2S,3R,6R)-1-[(1R,3S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-3-(diethyl-isopropyl-silanyloxy)-2-methoxy-4,6-dimethyl-7-phenylsulfanyl-hept-4-enyloxymethyl]-4-methoxy-benzene

: 143619-17-4
1-[(E)-(1R,2S,3R,6R)-7-Benzenesulfonyl-1-[(1R,3S)-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-3-(diethyl-isopropyl-silanyloxy)-2-methoxy-4,6-dimethyl-hept-4-enyloxymethyl]-4-methoxy-benzene

Guidance literature:: With pyridine; 3-chloro-benzenecarboperoxoic acid; for 2h; -40 deg C to r.t.;
DOI:10.1021/jo00045a008

Reference yield:

: 143680-12-0
(E)-5-Benzyloxy-2,4-dimethyl-2-penten-1-ol

: 143619-17-4
1-[(E)-(1R,2S,3R,6R)-7-Benzenesulfonyl-1-[(1R,3S)-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-3-(diethyl-isopropyl-silanyloxy)-2-methoxy-4,6-dimethyl-hept-4-enyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 11 steps

1: Et₃N, DMAP / CH₂Cl₂ / 10 h / Ambient temperature

2: Na, NH₃ / 0.25 h / -78 °C

3: 90 percent / H₂ / 4 percent rhodium catalyst / CH₂Cl₂ / 5 h / 62057.8 Torr / Ambient temperature

4: Swern oxidation

5: Bu₂BOTf, i-Pr₂EtN / toluene / -78 to 0 deg C

6: 1) Me₃Al / 2) 0 deg C to r.t., 20 h

7: 61 percent / TfOH

8: 1) t-BuLi / 1) THF, -100 deg C, 2) -78 deg C, 1 h

9: Zn(BH₄)2 / diethyl ether / 1 h / -20 °C

10: 2,6-lutidine / CH₂Cl₂ / 0 deg C to r.t.

11: 90 percent / m-CPBA, pyridine / 2 h / -40 deg C to r.t.

With pyridine; 2,6-dimethylpyridine; dmap; zinc(II) tetrahydroborate; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; ammonia; hydrogen; trimethylaluminum; tert.-butyl lithium; sodium; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; rhodium; In diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo00045a008

Reference yield:

: 143680-11-9
(E)-5-Benzyloxy-2,3-dimethyl-2-pentensaeureethylester

: 143619-17-4
1-[(E)-(1R,2S,3R,6R)-7-Benzenesulfonyl-1-[(1R,3S)-4-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-3-(diethyl-isopropyl-silanyloxy)-2-methoxy-4,6-dimethyl-hept-4-enyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / DIBALH / CH₂Cl₂ / -78 - 0 °C

2: Et₃N, DMAP / CH₂Cl₂ / 10 h / Ambient temperature

3: Na, NH₃ / 0.25 h / -78 °C

4: 90 percent / H₂ / 4 percent rhodium catalyst / CH₂Cl₂ / 5 h / 62057.8 Torr / Ambient temperature

5: Swern oxidation

6: Bu₂BOTf, i-Pr₂EtN / toluene / -78 to 0 deg C

7: 1) Me₃Al / 2) 0 deg C to r.t., 20 h

8: 61 percent / TfOH

9: 1) t-BuLi / 1) THF, -100 deg C, 2) -78 deg C, 1 h

10: Zn(BH₄)2 / diethyl ether / 1 h / -20 °C

11: 2,6-lutidine / CH₂Cl₂ / 0 deg C to r.t.

12: 90 percent / m-CPBA, pyridine / 2 h / -40 deg C to r.t.

With pyridine; 2,6-dimethylpyridine; dmap; zinc(II) tetrahydroborate; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; ammonia; hydrogen; trimethylaluminum; tert.-butyl lithium; sodium; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; rhodium; In diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo00045a008