((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

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)-acetic acid ethyl ester
CAS No.:361534-97-6
Molecular Formula:C₂₅H₃₈O₇Si
Molecular Weight:478.658
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)-acetic acid ethyl ester

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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)-acetic acid ethyl ester

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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)-acetic acid ethyl ester

There total 12 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)-acetic acid ethyl ester 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: 97.0%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 361534-78-3
((2S,4aS,6S,7R,8aS,9aR,10aR)-6-Hydroxy-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl ester

: 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

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; 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

: 361534-97-6
((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

Guidance literature:: Multi-step reaction with 10 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

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; 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

: 361534-97-6
((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

Guidance literature:: Multi-step reaction with 11 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

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; 6.1: Grignard reaction / 9.1: hetero-Michael reaction;
DOI:10.1021/ol016355k