<3S-(3R,5R,6R,7R,9R*)>-9-(1,3-Dithian-2-yl)-5,7-dimethoxy-3-methyl-1,6-decanediol 1-benzoate

Base Information

Chemical Name:<3S-(3R*,5R*,6R*,7R*,9R*)>-9-(1,3-Dithian-2-yl)-5,7-dimethoxy-3-methyl-1,6-decanediol 1-benzoate
CAS No.:118299-14-2
Molecular Formula:C₂₄H₃₈O₅S₂
Molecular Weight:470.695
Hs Code.:

Synonyms:<3S-(3R*,5R*,6R*,7R*,9R*)>-9-(1,3-Dithian-2-yl)-5,7-dimethoxy-3-methyl-1,6-decanediol 1-benzoate

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Chemical Property of <3S-(3R*,5R*,6R*,7R*,9R*)>-9-(1,3-Dithian-2-yl)-5,7-dimethoxy-3-methyl-1,6-decanediol 1-benzoate

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Technology Process of <3S-(3R*,5R*,6R*,7R*,9R*)>-9-(1,3-Dithian-2-yl)-5,7-dimethoxy-3-methyl-1,6-decanediol 1-benzoate

There total 25 articles about <3S-(3R*,5R*,6R*,7R*,9R*)>-9-(1,3-Dithian-2-yl)-5,7-dimethoxy-3-methyl-1,6-decanediol 1-benzoate 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: 85.0%

: 109-80-8
1.3-propanedithiol

: 118299-13-1,118353-49-4
<2R-<2α(γS*,εS*),3β,5β,6α/β>>-6-Hydroxy-ε,3-dimethoxy-γ,5-dimethyltetrahydro-2H-pyran-2-pentanol benzoate

: 118299-14-2
<3S-(3R*,5R*,6R*,7R*,9R*)>-9-(1,3-Dithian-2-yl)-5,7-dimethoxy-3-methyl-1,6-decanediol 1-benzoate

Guidance literature:: With boron trifluoride diethyl etherate; In not given; at 0 ℃;
DOI:10.1021/jo00296a041

Reference yield:

: 118299-09-5
(E)-(2R,3R,4S)-3,8-Dihydroxy-2,4-dimethoxy-6-methyl-oct-5-enal

: 118299-14-2
<3S-(3R*,5R*,6R*,7R*,9R*)>-9-(1,3-Dithian-2-yl)-5,7-dimethoxy-3-methyl-1,6-decanediol 1-benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: CH₂Cl₂ / from 0 deg C to RT

2: pyridine / tetrahydrofuran / Ambient temperature

3: 94 percent / H₂ / BF₄ (Evans catalyst) / CH₂Cl₂ / 51714.8 Torr / Ambient temperature

4: 93 percent / TsOH, 4-A molecular sieves / CH₂Cl₂ / Ambient temperature

5: 94 percent / Li(s-Bu)3BH / tetrahydrofuran / -78 °C

6: 85 percent / BF₃*OEt₂ / CH₂Cl₂ / -78 - 0 °C

With pyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; L-Selectride; toluene-4-sulfonic acid; [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00262a006

Reference yield:

: 126502-54-3
<4S-(2E,4R*,5S*,6R*,7E)>-5,10-Dihydroxy-4,6-dimethoxy-2,8-dimethyl-2,7-decadienoic acid methyl ester

: 118299-14-2
<3S-(3R*,5R*,6R*,7R*,9R*)>-9-(1,3-Dithian-2-yl)-5,7-dimethoxy-3-methyl-1,6-decanediol 1-benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / tetrahydrofuran / Ambient temperature

2: 94 percent / H₂ / BF₄ (Evans catalyst) / CH₂Cl₂ / 51714.8 Torr / Ambient temperature

3: 93 percent / TsOH, 4-A molecular sieves / CH₂Cl₂ / Ambient temperature

4: 94 percent / Li(s-Bu)3BH / tetrahydrofuran / -78 °C

5: 85 percent / BF₃*OEt₂ / CH₂Cl₂ / -78 - 0 °C

With pyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; L-Selectride; toluene-4-sulfonic acid; [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00262a006