(R)-4-{(S)-1-[(R)-2-((1R,3aR,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propyl]-3-methyl-but-3-enyloxy}-pentan-2-one

Base Information

Chemical Name:(R)-4-{(S)-1-[(R)-2-((1R,3aR,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propyl]-3-methyl-but-3-enyloxy}-pentan-2-one
CAS No.:96845-37-3
Molecular Formula:C₃₀H₄₆O₃
Molecular Weight:454.693
Hs Code.:

Synonyms:(R)-4-{(S)-1-[(R)-2-((1R,3aR,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propyl]-3-methyl-but-3-enyloxy}-pentan-2-one

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Chemical Property of (R)-4-{(S)-1-[(R)-2-((1R,3aR,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propyl]-3-methyl-but-3-enyloxy}-pentan-2-one

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Technology Process of (R)-4-{(S)-1-[(R)-2-((1R,3aR,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propyl]-3-methyl-but-3-enyloxy}-pentan-2-one

There total 9 articles about (R)-4-{(S)-1-[(R)-2-((1R,3aR,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propyl]-3-methyl-but-3-enyloxy}-pentan-2-one 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: 95.0%

: 96845-36-2,96946-91-7
(2S,4R)-4-{(S)-1-[(R)-2-((1R,3aR,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propyl]-3-methyl-but-3-enyloxy}-pentan-2-ol

: 96845-37-3
(R)-4-{(S)-1-[(R)-2-((1R,3aR,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propyl]-3-methyl-but-3-enyloxy}-pentan-2-one

Guidance literature:: With pyridinium chlorochromate;
DOI:10.1021/jo00214a046

Reference yield:

: 100-39-0
benzyl bromide

: 96845-37-3
(R)-4-{(S)-1-[(R)-2-((1R,3aR,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propyl]-3-methyl-but-3-enyloxy}-pentan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: dimethylformamide / 18 h / 23 °C

2: n-Bu₄NF / tetrahydrofuran / 4 h / 23 °C

3: C₅H₅N / 3 h / 23 °C

4: dimethylformamide / 20 h / 55 - 60 °C

5: DIBAH / toluene; CH₂Cl₂ / 0.5 h / 0 °C

6: 0.01M C₅H₅NHOTs / benzene / 3 h / Heating

7: 94 percent / TiCl₄/Ti(O-i-Pr)4

8: 95 percent / PCC

With pyridine; titanium(IV) isopropylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; titanium tetrachloride; diisobutylaluminium hydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00214a046

Reference yield:

: 96845-30-6
(1R,3aR,4S,7aR)-1-((S)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-7a-methyloctahydro-1H-inden-4-ol

: 96845-37-3
(R)-4-{(S)-1-[(R)-2-((1R,3aR,4S,7aR)-4-Benzyloxy-7a-methyl-octahydro-inden-1-yl)-propyl]-3-methyl-but-3-enyloxy}-pentan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: dimethylformamide / 18 h / 23 °C

2: n-Bu₄NF / tetrahydrofuran / 4 h / 23 °C

3: C₅H₅N / 3 h / 23 °C

4: dimethylformamide / 20 h / 55 - 60 °C

5: DIBAH / toluene; CH₂Cl₂ / 0.5 h / 0 °C

6: 0.01M C₅H₅NHOTs / benzene / 3 h / Heating

7: 94 percent / TiCl₄/Ti(O-i-Pr)4

8: 95 percent / PCC

With pyridine; titanium(IV) isopropylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; titanium tetrachloride; diisobutylaluminium hydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00214a046