(S)-6-Benzyloxy-2,5,7,8-tetramethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman

Base Information

Chemical Name:(S)-6-Benzyloxy-2,5,7,8-tetramethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman
CAS No.:105857-84-9
Molecular Formula:C₂₆H₃₄O₄
Molecular Weight:410.554
Hs Code.:

Synonyms:(S)-6-Benzyloxy-2,5,7,8-tetramethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman

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Chemical Property of (S)-6-Benzyloxy-2,5,7,8-tetramethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman

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Technology Process of (S)-6-Benzyloxy-2,5,7,8-tetramethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman

There total 7 articles about (S)-6-Benzyloxy-2,5,7,8-tetramethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman 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:

: 110-87-2
3,4-dihydro-2H-pyran

: 105857-84-9
(S)-6-Benzyloxy-2,5,7,8-tetramethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman

Guidance literature:: Multi-step reaction with 3 steps

1: p-TsOH / CH₂Cl₂ / 16 h / Ambient temperature

2: KN(SiMe₃)2 / tetrahydrofuran / -85 - 20 °C

3: 1) P(NMe₂)3, CCl₄, 2) LiEt₃BH / 1) THF, -45 deg C, 30 min, 2) THF, 50 deg C, 3 h

With tetrachloromethane; potassium hexamethylsilazane; lithium triethylborohydride; toluene-4-sulfonic acid; Hexamethylphosphorous triamide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00236a034

Reference yield:

: 105857-78-1
5,7,8-Trimethyl-6-trimethylsilanyloxy-2,2-bis-trimethylsilanyloxymethyl-chroman

: 105857-84-9
(S)-6-Benzyloxy-2,5,7,8-tetramethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman

Guidance literature:: Multi-step reaction with 6 steps

1: 1) TMSOTf, 2) pyridine, 0.5percent NaOH in MeOH / 1) -85 deg C, 2) RT, 1 h

2: 67 percent / TiCl₄ / CH₂Cl₂ / -85 °C

3: 1) nBu₄NF / 1) THF, 30 min, RT, 2) THF, 2 h

4: p-TsOH / CH₂Cl₂ / 16 h / Ambient temperature

5: KN(SiMe₃)2 / tetrahydrofuran / -85 - 20 °C

6: 1) P(NMe₂)3, CCl₄, 2) LiEt₃BH / 1) THF, -45 deg C, 30 min, 2) THF, 50 deg C, 3 h

With pyridine; tetrachloromethane; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; titanium tetrachloride; potassium hexamethylsilazane; lithium triethylborohydride; toluene-4-sulfonic acid; Hexamethylphosphorous triamide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00236a034

Reference yield:

: 105857-81-6
2-[(1R,2S,5R)-1-((S)-2-Hydroxymethyl-5,7,8-trimethyl-6-trimethylsilanyloxy-chroman-2-ylmethoxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone

: 105857-84-9
(S)-6-Benzyloxy-2,5,7,8-tetramethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman

Guidance literature:: Multi-step reaction with 4 steps

1: 1) nBu₄NF / 1) THF, 30 min, RT, 2) THF, 2 h

2: p-TsOH / CH₂Cl₂ / 16 h / Ambient temperature

3: KN(SiMe₃)2 / tetrahydrofuran / -85 - 20 °C

4: 1) P(NMe₂)3, CCl₄, 2) LiEt₃BH / 1) THF, -45 deg C, 30 min, 2) THF, 50 deg C, 3 h

With tetrachloromethane; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; lithium triethylborohydride; toluene-4-sulfonic acid; Hexamethylphosphorous triamide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00236a034