<1R-<1β(1R^*,3R^*),3aα,4β,7aβ>>-α-<4-(1-ethoxyethoxy)-3-fluoro-4-methylpentyl>octahydro-4-<(tetrahydro-2H-pyran-2-yl)oxy>-7a-methyl-1H-indene-1-ethanol 4-methylbenzenesulfonate

Base Information

• Chemical Name: <1R-<1β(1R^*,3R^*),3aα,4β,7aβ>>-α-<4-(1-ethoxyethoxy)-3-fluoro-4-methylpentyl>octahydro-4-<(tetrahydro-2H-pyran-2-yl)oxy>-7a-methyl-1H-indene-1-ethanol 4-methylbenzenesulfonate
• CAS No.: 112138-99-5
• Molecular Formula: C₃₄H₅₅FO₇S
• Molecular Weight: 626.871

Synonyms:<1R-<1β(1R^*,3R^*),3aα,4β,7aβ>>-α-<4-(1-ethoxyethoxy)-3-fluoro-4-methylpentyl>octahydro-4-<(tetrahydro-2H-pyran-2-yl)oxy>-7a-methyl-1H-indene-1-ethanol 4-methylbenzenesulfonate

Chemical Property of <1R-<1β(1R^*,3R^*),3aα,4β,7aβ>>-α-<4-(1-ethoxyethoxy)-3-fluoro-4-methylpentyl>octahydro-4-<(tetrahydro-2H-pyran-2-yl)oxy>-7a-methyl-1H-indene-1-ethanol 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <1R-<1β(1R^*,3R^*),3aα,4β,7aβ>>-α-<4-(1-ethoxyethoxy)-3-fluoro-4-methylpentyl>octahydro-4-<(tetrahydro-2H-pyran-2-yl)oxy>-7a-methyl-1H-indene-1-ethanol 4-methylbenzenesulfonate

There total 13 articles about <1R-<1β(1R^*,3R^*),3aα,4β,7aβ>>-α-<4-(1-ethoxyethoxy)-3-fluoro-4-methylpentyl>octahydro-4-<(tetrahydro-2H-pyran-2-yl)oxy>-7a-methyl-1H-indene-1-ethanol 4-methylbenzenesulfonate 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: 99.0%

<1R-<1β(1R*,3R*),3aα,4β,7aβ>>-α-<4-(1-ethoxyethoxy)-3-fluoro-4-methylpentyl>octahydro-4-<(tetrahydro-2H-pyran-2-yl)oxy>-7a-methyl-1H-indene-1-ethanol (112138-98-4) + p-toluenesulfonyl chloride (98-59-9) → <1R-<1β(1R*,3R*),3aα,4β,7aβ>>-α-<4-(1-ethoxyethoxy)-3-fluoro-4-methylpentyl>octahydro-4-<(tetrahydro-2H-pyran-2-yl)oxy>-7a-methyl-1H-indene-1-ethanol 4-methylbenzenesulfonate (112138-99-5)

Guidance literature:

With pyridine; at 0 ℃; for 18h;

DOI:10.1021/jo00240a021

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → <1R-<1β(1R*,3R*),3aα,4β,7aβ>>-α-<4-(1-ethoxyethoxy)-3-fluoro-4-methylpentyl>octahydro-4-<(tetrahydro-2H-pyran-2-yl)oxy>-7a-methyl-1H-indene-1-ethanol 4-methylbenzenesulfonate (112138-99-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran / 19 h / 25 °C

2: 70 percent / EtONa / ethanol / 22 h / 80 °C

3: 88 percent / H₂ / PtO₂ / ethanol / 3 h / 760 Torr

4: 1.) LDA, 2.) HMPA / 1.) THF, hexane, -30 deg C, 1 h, 2.) from -78 to 25 deg C, 2.5 h

5: 100 percent / LiAlH₄ / diethyl ether / 1.3 h / 35 °C

6: 99 percent / pyridine / 18 h / 0 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; hydrogen; sodium ethanolate; toluene-4-sulfonic acid; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1021/jo00240a021

Reference yield:

<3aR-(3aα,4β,7aβ)>-7a-methyl-4-hydroxy-octahydro-1H-inden-1-one (93489-57-7) → <1R-<1β(1R*,3R*),3aα,4β,7aβ>>-α-<4-(1-ethoxyethoxy)-3-fluoro-4-methylpentyl>octahydro-4-<(tetrahydro-2H-pyran-2-yl)oxy>-7a-methyl-1H-indene-1-ethanol 4-methylbenzenesulfonate (112138-99-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran / 19 h / 25 °C

2: 70 percent / EtONa / ethanol / 22 h / 80 °C

3: 88 percent / H₂ / PtO₂ / ethanol / 3 h / 760 Torr

4: 1.) LDA, 2.) HMPA / 1.) THF, hexane, -30 deg C, 1 h, 2.) from -78 to 25 deg C, 2.5 h

5: 100 percent / LiAlH₄ / diethyl ether / 1.3 h / 35 °C

6: 99 percent / pyridine / 18 h / 0 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; hydrogen; sodium ethanolate; toluene-4-sulfonic acid; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1021/jo00240a021

upstream raw materials:

<1R-<1β(1R^*,3R^*),3aα,4β,7aβ>>-α-<4-(1-ethoxyethoxy)-3-fluoro-4-methylpentyl>octahydro-4-<(tetrahydro-2H-pyran-2-yl)oxy>-7a-methyl-1H-indene-1-ethanol

p-toluenesulfonyl chloride

3,4-dihydro-2H-pyran

<3aR-(3aα,4β,7aβ)>-7a-methyl-4-hydroxy-octahydro-1H-inden-1-one

Downstream raw materials:

(1α,3β,5Z,7E,24R)-24-fluoro-1,3-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-25-<(trimethylsilyl)oxy>-9,10-secocholesta-5,7,10(19)-triene

1α,25-dihydroxy-24(R)-fluorocholecalciferol

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