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

Base Information

Chemical Name:((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetaldehyde
CAS No.:361534-99-8
Molecular Formula:C₂₃H₃₄O₆Si
Molecular Weight:434.605
Hs Code.:

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

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

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

There total 13 articles about ((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetaldehyde 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:

: 361534-97-6
((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl ester

: 361534-99-8
((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; In hexane; toluene; at -78 ℃; for 0.25h;
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

: 361534-99-8
((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 11 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

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;
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

: 361534-99-8
((2S,4aS,6S,7R,8aS,9aR,10aR)-6,10a-Dimethyl-2-phenyl-6-trimethylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 12 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

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;
DOI:10.1021/ol016355k