(2R,3S,4R,5R,6S)-2-((S)-1-Benzyloxymethoxy-ethyl)-6-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-4-ol

Base Information

Chemical Name:(2R,3S,4R,5R,6S)-2-((S)-1-Benzyloxymethoxy-ethyl)-6-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-4-ol
CAS No.:104206-08-8
Molecular Formula:C₁₈H₂₈O₅
Molecular Weight:324.417
Hs Code.:

Synonyms:(2R,3S,4R,5R,6S)-2-((S)-1-Benzyloxymethoxy-ethyl)-6-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-4-ol

Suppliers and Price of (2R,3S,4R,5R,6S)-2-((S)-1-Benzyloxymethoxy-ethyl)-6-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-4-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 6 raw suppliers

Chemical Property of (2R,3S,4R,5R,6S)-2-((S)-1-Benzyloxymethoxy-ethyl)-6-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-4-ol

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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Technology Process of (2R,3S,4R,5R,6S)-2-((S)-1-Benzyloxymethoxy-ethyl)-6-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-4-ol

There total 13 articles about (2R,3S,4R,5R,6S)-2-((S)-1-Benzyloxymethoxy-ethyl)-6-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-4-ol 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: 90.0%

: 104206-07-7
(2S,3R,4S,5S,6R)-6-((S)-1-Benzyloxymethoxy-ethyl)-4-hydroxy-3,5-dimethyl-tetrahydro-pyran-2-carboxylic acid methyl ester

: 104206-08-8
(2R,3S,4R,5R,6S)-2-((S)-1-Benzyloxymethoxy-ethyl)-6-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-4-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)85502-1

Reference yield:

: 63296-55-9
(S)-(-) ethyl 2-<(benzyloxy)ymethoxy>propanoate

: 104206-08-8
(2R,3S,4R,5R,6S)-2-((S)-1-Benzyloxymethoxy-ethyl)-6-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 13 steps

1: i-Bu₂AlH / diethyl ether / 1 h / -78 °C

2: tetrahydrofuran / 1.) -78 deg C, 2.) 25 deg C, 3 h

3: 93 percent / DMSO, (COCl)2, Et₃N / 1.) -60 deg C, 2.) 25 deg C

4: 89 percent / Zn(BH₄)2 / diethyl ether / 0.67 h / -78 °C

5: 95 percent / NaH / tetrahydrofuran / 15 h / Heating

6: 80 percent / DMAP, DCC / CH₂Cl₂ / 1.) 0 deg C, 2.) 25 deg C, 2 h

7: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂/MeOH, -78 deg C, 2.) -78 deg C, then warming up to 25 deg C

8: diethyl ether; benzene / -78 °C

9: CF₃CO₂H / benzene / 7 h / Heating

11: diethyl ether

12: 72 percent / B₂H₆*THF / tetrahydrofuran / 1.) -78 deg C, 2.) 0 deg C

13: 90 percent / LiAlH₄ / diethyl ether / 0.5 h / -78 °C

With dmap; lithium aluminium tetrahydride; zinc(II) tetrahydroborate; oxalyl dichloride; dimethylsulfide; B₂H₆-THF; sodium hydride; diisobutylaluminium hydride; ozone; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)85502-1

Reference yield:

: 104206-02-2
(S)-4-Benzyloxymethoxy-2-methyl-pent-1-en-3-one

: 104206-08-8
(2R,3S,4R,5R,6S)-2-((S)-1-Benzyloxymethoxy-ethyl)-6-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 89 percent / Zn(BH₄)2 / diethyl ether / 0.67 h / -78 °C

2: 95 percent / NaH / tetrahydrofuran / 15 h / Heating

3: 80 percent / DMAP, DCC / CH₂Cl₂ / 1.) 0 deg C, 2.) 25 deg C, 2 h

4: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂/MeOH, -78 deg C, 2.) -78 deg C, then warming up to 25 deg C

5: diethyl ether; benzene / -78 °C

6: CF₃CO₂H / benzene / 7 h / Heating

8: diethyl ether

9: 72 percent / B₂H₆*THF / tetrahydrofuran / 1.) -78 deg C, 2.) 0 deg C

10: 90 percent / LiAlH₄ / diethyl ether / 0.5 h / -78 °C

With dmap; lithium aluminium tetrahydride; zinc(II) tetrahydroborate; dimethylsulfide; B₂H₆-THF; sodium hydride; ozone; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)85502-1