(+/-)-1β-<(3S)-3-methyl-4-(p-tolylsulfonyl)butyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol

Base Information

Chemical Name:(+/-)-1β-<(3S)-3-methyl-4-(p-tolylsulfonyl)butyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol
CAS No.:110259-69-3
Molecular Formula:C₂₆H₄₂O₄S
Molecular Weight:450.683
Hs Code.:

Synonyms:(+/-)-1β-<(3S)-3-methyl-4-(p-tolylsulfonyl)butyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol

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Chemical Property of (+/-)-1β-<(3S)-3-methyl-4-(p-tolylsulfonyl)butyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol

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Technology Process of (+/-)-1β-<(3S)-3-methyl-4-(p-tolylsulfonyl)butyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol

There total 8 articles about (+/-)-1β-<(3S)-3-methyl-4-(p-tolylsulfonyl)butyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol 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: 87.0%

: 110259-68-2
(+/-)-1β-<(3S)-4-hydroxy-3-methylbutyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol

: 98-59-9
p-toluenesulfonyl chloride

: 110259-69-3
(+/-)-1β-<(3S)-3-methyl-4-(p-tolylsulfonyl)butyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol

Guidance literature:: DOI:10.1248/cpb.34.3518

Reference yield:

: 72214-46-1
(4aSR,8RS,8aRS)-8-hydroxy-1,4a,8a-trimethyl-4,4a,6,7,8,8a,9,10-octahydrophenanthren-2(3H)-one

: 110259-69-3
(+/-)-1β-<(3S)-3-methyl-4-(p-tolylsulfonyl)butyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol

Guidance literature:: Multi-step reaction with 8 steps

1: lithium metal/liquid ammonia / tetrahydrofuran; liquid ammonia / 2 h / Heating

2: 95 percent / 80percent hydrazine hydrate, potassium hydroxide / bis-(2-hydroxy-ethyl) ether / 1.) 170 deg C, 2 h; 2.) 230 deg C, 1 h

3: 98 percent / hydrogen / platinum oxide / acetic acid / 60 h / Ambient temperature

4: Jones reagent / acetone / 0.5 h / 0 °C

5: 61 percent / perbenzoic acid / CHCl₃ / 48 h / Ambient temperature

6: 72 percent / butyllithium/diisopropylamine / hexane; tetrahydrofuran / 2 h / Ambient temperature

7: lithium aluminium hydride / diethyl ether / 0.5 h / 0 °C

8: 87 percent / pyridine / 12 h / 0 °C

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; Perbenzoic acid; jones reagent; ammonia; hydrogen; lithium; hydrazine hydrate; diisopropylamine; platinum(IV) oxide; In tetrahydrofuran; diethyl ether; hexane; chloroform; ammonia; acetic acid; acetone; diethylene glycol;
DOI:10.1246/bcsj.61.4023

Reference yield:

: 110259-10-4
(+/-)-4bβ,8,8,10aβ-tetramethyl-1,2,3,4b,5,6,8,8aα,9,10,10a-dodecahydro-1β-phenanthrenol

: 110259-69-3
(+/-)-1β-<(3S)-3-methyl-4-(p-tolylsulfonyl)butyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / hydrogen / platinum oxide / acetic acid / 60 h / Ambient temperature

2: Jones reagent / acetone / 0.5 h / 0 °C

3: 61 percent / perbenzoic acid / CHCl₃ / 48 h / Ambient temperature

4: 72 percent / butyllithium/diisopropylamine / hexane; tetrahydrofuran / 2 h / Ambient temperature

5: lithium aluminium hydride / diethyl ether / 0.5 h / 0 °C

6: 87 percent / pyridine / 12 h / 0 °C

With pyridine; lithium aluminium tetrahydride; n-butyllithium; Perbenzoic acid; jones reagent; hydrogen; diisopropylamine; platinum(IV) oxide; In tetrahydrofuran; diethyl ether; hexane; chloroform; acetic acid; acetone;
DOI:10.1246/bcsj.61.4023