(R)-2-((2S,3R,4S,5S)-3-Benzyloxy-4-methoxy-5-methyl-tetrahydro-pyran-2-yl)-1,4-dioxa-spiro[4.5]decane

Base Information

Chemical Name:(R)-2-((2S,3R,4S,5S)-3-Benzyloxy-4-methoxy-5-methyl-tetrahydro-pyran-2-yl)-1,4-dioxa-spiro[4.5]decane
CAS No.:203063-46-1
Molecular Formula:C₂₂H₃₂O₅
Molecular Weight:376.493
Hs Code.:

Synonyms:(R)-2-((2S,3R,4S,5S)-3-Benzyloxy-4-methoxy-5-methyl-tetrahydro-pyran-2-yl)-1,4-dioxa-spiro[4.5]decane

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Chemical Property of (R)-2-((2S,3R,4S,5S)-3-Benzyloxy-4-methoxy-5-methyl-tetrahydro-pyran-2-yl)-1,4-dioxa-spiro[4.5]decane

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Technology Process of (R)-2-((2S,3R,4S,5S)-3-Benzyloxy-4-methoxy-5-methyl-tetrahydro-pyran-2-yl)-1,4-dioxa-spiro[4.5]decane

There total 12 articles about (R)-2-((2S,3R,4S,5S)-3-Benzyloxy-4-methoxy-5-methyl-tetrahydro-pyran-2-yl)-1,4-dioxa-spiro[4.5]decane 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: 80.0%

: 203063-45-0
(2S,3S,4R,5R,6R)-4-Benzyloxy-6,7-cyclohexylidenedioxy-3-methoxy-2-methyl-5-methylsulfonyloxyheptan-1-ol

: 203063-46-1
(R)-2-((2S,3R,4S,5S)-3-Benzyloxy-4-methoxy-5-methyl-tetrahydro-pyran-2-yl)-1,4-dioxa-spiro[4.5]decane

Guidance literature:: With sodium hydroxide; tetrabutylammomium bromide; In toluene; at 90 ℃; for 1.5h;

Reference yield:

: 27205-80-7
4-methoxy-3-methyl-2(5H)-furanone

: 203063-46-1
(R)-2-((2S,3R,4S,5S)-3-Benzyloxy-4-methoxy-5-methyl-tetrahydro-pyran-2-yl)-1,4-dioxa-spiro[4.5]decane

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) LDA / 1.) THF, hexane, -20 deg C, 20 min; -78 deg C, 2 h, 2.) 1 h

2: 100 percent / H₂, NaHCO₃ / 5percent Rh/Al₂O₃ / ethyl acetate / 8 h / 5320 Torr

3: 95 percent / aq. AcOH / tetrahydrofuran / 5 h / Ambient temperature

4: PPTS / CH₂Cl₂ / 0.25 h / Ambient temperature

5: 99.4 percent / LiBEt₃H / tetrahydrofuran / 1 h / Ambient temperature

6: DMAP, Et₃N / CH₂Cl₂ / 10 h / Ambient temperature

7: NaH, TBAI / tetrahydrofuran / 12 h / Ambient temperature

8: 100 percent / aq. AcOH / 3 h / Ambient temperature

9: 97 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

10: 100 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

11: 80 percent / aq. NaOH, TBAB / toluene / 1.5 h / 90 °C

With dmap; sodium hydroxide; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; sodium hydrogencarbonate; acetic acid; triethylamine; lithium diisopropyl amide; Rh/Al₂O₃; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;

Reference yield:

: 78008-36-3
(R)-2,3-cyclohexylideneglyceraldehyde

: 203063-46-1
(R)-2-((2S,3R,4S,5S)-3-Benzyloxy-4-methoxy-5-methyl-tetrahydro-pyran-2-yl)-1,4-dioxa-spiro[4.5]decane

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) LDA / 1.) THF, hexane, -20 deg C, 20 min; -78 deg C, 2 h, 2.) 1 h

2: 100 percent / H₂, NaHCO₃ / 5percent Rh/Al₂O₃ / ethyl acetate / 8 h / 5320 Torr

3: 95 percent / aq. AcOH / tetrahydrofuran / 5 h / Ambient temperature

4: PPTS / CH₂Cl₂ / 0.25 h / Ambient temperature

5: 99.4 percent / LiBEt₃H / tetrahydrofuran / 1 h / Ambient temperature

6: DMAP, Et₃N / CH₂Cl₂ / 10 h / Ambient temperature

7: NaH, TBAI / tetrahydrofuran / 12 h / Ambient temperature

8: 100 percent / aq. AcOH / 3 h / Ambient temperature

9: 97 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

10: 100 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

11: 80 percent / aq. NaOH, TBAB / toluene / 1.5 h / 90 °C

With dmap; sodium hydroxide; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; sodium hydrogencarbonate; acetic acid; triethylamine; lithium diisopropyl amide; Rh/Al₂O₃; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;