<(2,4,6-triisopropylphenyl)sulfonyl>hydrazone of (1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene

Base Information

Chemical Name:<(2,4,6-triisopropylphenyl)sulfonyl>hydrazone of (1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene
CAS No.:85555-56-2
Molecular Formula:C₃₀H₄₆N₂O₃S₃
Molecular Weight:578.905
Hs Code.:

<(2,4,6-triisopropylphenyl)sulfonyl>hydrazone of (1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene

Synonyms:<(2,4,6-triisopropylphenyl)sulfonyl>hydrazone of (1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene

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Chemical Property of <(2,4,6-triisopropylphenyl)sulfonyl>hydrazone of (1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene

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Technology Process of <(2,4,6-triisopropylphenyl)sulfonyl>hydrazone of (1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene

There total 6 articles about <(2,4,6-triisopropylphenyl)sulfonyl>hydrazone of (1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene 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: 81.0%

: 39085-59-1
trisylhydrazine

: 85540-04-1
(1SR,2SR,8aRS)-1-<<(tert-butyldimethylsilyl)oxy>methyl>-8-(1,3-dithian-2-yl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene

: 85555-56-2
<(2,4,6-triisopropylphenyl)sulfonyl>hydrazone of (1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene

Guidance literature:: With hydrogenchloride; In methanol; for 0.5h;
DOI:10.1021/jo00208a010

Reference yield:

: 95218-47-6,130695-73-7
(4R,5R)-4-Hydroxymethyl-5-methyl-cyclohex-2-enone

: 85555-56-2
<(2,4,6-triisopropylphenyl)sulfonyl>hydrazone of (1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 27 h / Ambient temperature

2: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, from -78 deg C to -20 deg C, 135 min, 2.) -78 deg C, 7.5 h

3: 74 percent / aq. HCl / methanol / 0.75 h / Heating

4: 95 percent / DMAP, triethylamine / CH₂Cl₂ / 8 h / Ambient temperature

5: 81 percent / conc. HCl / methanol / 0.5 h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jo00208a010

Reference yield:

: 85539-95-3,130695-70-4
(4RS,5RS)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-5-methylcyclohex-2-en-1-one

: 85555-56-2
<(2,4,6-triisopropylphenyl)sulfonyl>hydrazone of (1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, from -78 deg C to -20 deg C, 135 min, 2.) -78 deg C, 7.5 h

2: 74 percent / aq. HCl / methanol / 0.75 h / Heating

3: 95 percent / DMAP, triethylamine / CH₂Cl₂ / 8 h / Ambient temperature

4: 81 percent / conc. HCl / methanol / 0.5 h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jo00208a010