Toluene-4-sulfonic acid (S)-2-((3aS,4S,5S,8aR)-3-methyl-8-methylene-4-trimethylsilanyloxy-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-propyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (S)-2-((3aS,4S,5S,8aR)-3-methyl-8-methylene-4-trimethylsilanyloxy-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-propyl ester
CAS No.:67310-22-9
Molecular Formula:C₂₅H₃₈O₄SSi
Molecular Weight:462.726
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (S)-2-((3aS,4S,5S,8aR)-3-methyl-8-methylene-4-trimethylsilanyloxy-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-propyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-2-((3aS,4S,5S,8aR)-3-methyl-8-methylene-4-trimethylsilanyloxy-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-propyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-2-((3aS,4S,5S,8aR)-3-methyl-8-methylene-4-trimethylsilanyloxy-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-propyl ester

There total 10 articles about Toluene-4-sulfonic acid (S)-2-((3aS,4S,5S,8aR)-3-methyl-8-methylene-4-trimethylsilanyloxy-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-propyl 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:

: C₂₄H₃₀N₂O₆S

: 67310-22-9
Toluene-4-sulfonic acid (S)-2-((3aS,4S,5S,8aR)-3-methyl-8-methylene-4-trimethylsilanyloxy-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-propyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: BF₃*OEt₂ / acetone; H₂O / 108 h / Ambient temperature

2: 5percent aq. potassium hydroxide / 1.25 h

3: 3.3 g / pyridine, thionyl chloride / tetrahydrofuran / 0.17 h / -45 °C

4: ethanol / 2 h / 80 °C

5: 1.) catecholborane, 3.) sodium acetate trihydrate

6: 95 percent / lithium aluminium hydride / diethyl ether

7: pyridine / 2 h / -30 °C

8: 0.25 h / -30 °C

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; thionyl chloride; boron trifluoride diethyl etherate; sodium acetate; benzo[1,3,2]dioxaborole; In tetrahydrofuran; diethyl ether; ethanol; water; acetone;
DOI:10.1021/ja00536a036

Reference yield:

: 23811-43-0
(11S)-6α-hydroxy-3-oxo-guaia-4,10(14)-dien-12-oic acid-lactone

: 67310-22-9
Toluene-4-sulfonic acid (S)-2-((3aS,4S,5S,8aR)-3-methyl-8-methylene-4-trimethylsilanyloxy-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: ethanol / 2 h / 80 °C

2: 1.) catecholborane, 3.) sodium acetate trihydrate

3: 95 percent / lithium aluminium hydride / diethyl ether

4: pyridine / 2 h / -30 °C

5: 0.25 h / -30 °C

With pyridine; lithium aluminium tetrahydride; sodium acetate; benzo[1,3,2]dioxaborole; In diethyl ether; ethanol;
DOI:10.1021/ja00536a036

Reference yield:

: 7759-23-1
O-acetylisophotosantonic lactone

: 67310-22-9
Toluene-4-sulfonic acid (S)-2-((3aS,4S,5S,8aR)-3-methyl-8-methylene-4-trimethylsilanyloxy-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 5percent aq. potassium hydroxide / 1.25 h

2: 3.3 g / pyridine, thionyl chloride / tetrahydrofuran / 0.17 h / -45 °C

3: ethanol / 2 h / 80 °C

4: 1.) catecholborane, 3.) sodium acetate trihydrate

5: 95 percent / lithium aluminium hydride / diethyl ether

6: pyridine / 2 h / -30 °C

7: 0.25 h / -30 °C

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; thionyl chloride; sodium acetate; benzo[1,3,2]dioxaborole; In tetrahydrofuran; diethyl ether; ethanol;
DOI:10.1021/ja00536a036