(E)-4-((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-2-methyl-but-2-en-1-ol

Base Information

Chemical Name:(E)-4-((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-2-methyl-but-2-en-1-ol
CAS No.:361534-81-8
Molecular Formula:C₂₆H₄₀O₆Si
Molecular Weight:476.686
Hs Code.:

Synonyms:(E)-4-((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-2-methyl-but-2-en-1-ol

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Chemical Property of (E)-4-((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-2-methyl-but-2-en-1-ol

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Technology Process of (E)-4-((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-2-methyl-but-2-en-1-ol

There total 15 articles about (E)-4-((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-2-methyl-but-2-en-1-ol 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:

: 361535-01-5
(E)-4-((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-2-methyl-but-2-enoic acid ethyl ester

: 361534-81-8
(E)-4-((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-2-methyl-but-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; toluene; at -78 ℃; for 0.166667h;
DOI:10.1021/ol016355k

Reference yield:

: 361534-73-8
(2S,4aS,6R,7S,8aR)-6-Hydroxymethyl-6-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 361534-81-8
(E)-4-((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-2-methyl-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 13 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

2.1: CH₂Cl₂ / 3 h / -78 - 0 °C

3.1: 1.33 g / molecular sieves 4 A / dimethylsulfoxide / 0.67 h / 80 °C

4.1: 87 percent / DIBAH / CH₂Cl₂; hexane / 1 h / -78 °C

5.1: 89 percent / tetrahydrofuran / 1 h / 0 - 20 °C

6.1: N-methylmorpholine N-oxide; molecular sieves 4 A / CH₂Cl₂ / 0.75 h / 20 °C

6.2: 93 percent / tetrapropylammonium perruthenate / CH₂Cl₂ / 1.5 h / 20 °C

7.1: 487 mg / n-Bu₄NF*xH₂O / tetrahydrofuran / 2.5 h / 20 °C

8.1: 544 mg / N-methylmorpholine / CH₂Cl₂ / 6 h / 20 °C

9.1: 99 percent / SmI₂ / methanol; tetrahydrofuran / 0.08 h / 0 °C

10.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

11.1: 513 mg / DIBAH / toluene; hexane / 0.25 h / -78 °C

12.1: 565 mg / toluene / 100 °C

13.1: 480 mg / DIBAH / toluene; hexane / 0.17 h / -78 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; samarium diiodide; 4 A molecular sieve; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; toluene; 5.1: Grignard reaction / 8.1: hetero-Michael reaction / 12.1: Wittig reaction;
DOI:10.1021/ol016355k

Reference yield:

: 1053634-48-2
(2S,4R,5S)-4-((2S,3S)-3-Hydroxymethyl-3-methyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol

: 361534-81-8
(E)-4-((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-2-methyl-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 14 steps

1.1: 100 percent / PPTS / CH₂Cl₂ / 20 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

3.1: CH₂Cl₂ / 3 h / -78 - 0 °C

4.1: 1.33 g / molecular sieves 4 A / dimethylsulfoxide / 0.67 h / 80 °C

5.1: 87 percent / DIBAH / CH₂Cl₂; hexane / 1 h / -78 °C

6.1: 89 percent / tetrahydrofuran / 1 h / 0 - 20 °C

7.1: N-methylmorpholine N-oxide; molecular sieves 4 A / CH₂Cl₂ / 0.75 h / 20 °C

7.2: 93 percent / tetrapropylammonium perruthenate / CH₂Cl₂ / 1.5 h / 20 °C

8.1: 487 mg / n-Bu₄NF*xH₂O / tetrahydrofuran / 2.5 h / 20 °C

9.1: 544 mg / N-methylmorpholine / CH₂Cl₂ / 6 h / 20 °C

10.1: 99 percent / SmI₂ / methanol; tetrahydrofuran / 0.08 h / 0 °C

11.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

12.1: 513 mg / DIBAH / toluene; hexane / 0.25 h / -78 °C

13.1: 565 mg / toluene / 100 °C

14.1: 480 mg / DIBAH / toluene; hexane / 0.17 h / -78 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; samarium diiodide; 4 A molecular sieve; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; toluene; 6.1: Grignard reaction / 9.1: hetero-Michael reaction / 13.1: Wittig reaction;
DOI:10.1021/ol016355k