(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carbaldehyde

Base Information

Chemical Name:(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carbaldehyde
CAS No.:144107-71-1
Molecular Formula:C₂₉H₄₀O₅SSi
Molecular Weight:528.785
Hs Code.:

Synonyms:(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carbaldehyde

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Chemical Property of (3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carbaldehyde

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Technology Process of (3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carbaldehyde

There total 16 articles about (3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carbaldehyde 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: 10.0%

: 144085-89-2
(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carboxylic acid methyl ester

: 144107-71-1
(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carbaldehyde

: [(3S,3aS,6S,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophen-6-yl]-methanol

Guidance literature:: With diisobutylaluminium hydride; In hexane; toluene; at -78 ℃; for 0.75h;

Reference yield:

: 144085-89-2
(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carboxylic acid methyl ester

: 144107-71-1
(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carbaldehyde

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; Yield given;

Reference yield:

: 144085-80-3,144176-91-0
(3R,3aS,6R,7R,7aR)-3-Hydroxy-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carboxylic acid methyl ester

: 144107-71-1
(3S,3aS,6R,7R,7aR)-3-(tert-Butyl-diphenyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-octahydro-benzo[b]thiophene-6-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 7 percent / (+)-2-(phenylsulfonyl)-3-phenyloxaziridine / CH₂Cl₂ / 1.5 h / 0 °C

2: 53 percent / (dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 0.08 h / Ambient temperature

3: 94 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / benzene / 3 h / Ambient temperature

4: 70 percent / NaI, trifluoroacetic anhydride / acetone / 0.08 h / 0 °C

5: 1.) BH₃*THF, 2.) 10percent NaOH, 30percent aq. H₂O₂ / 1.) THF, RT, 3 h, 2.) THF, 0.5 h

6: 94 percent / 2,6-lutidine / CH₂Cl₂ / a) 0 deg C, 30 min, b) RT, 2 h

7: 90 percent / DIBAL / toluene; hexane / 0.75 h / -78 °C

With 2,6-dimethylpyridine; dmap; sodium hydroxide; borane-THF; dihydrogen peroxide; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; (+)-2-(phenylsulfonyl)-3-phenyloxaziridine; triethylamine; trifluoroacetic anhydride; sodium iodide; In hexane; dichloromethane; acetone; toluene; benzene;