(2R,3S,6R)-2-<3-(Benzyloxy)propyl>tetrahydro-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-3-methyl-2H-pyran-3-ol

Base Information

Chemical Name:(2R,3S,6R)-2-<3-(Benzyloxy)propyl>tetrahydro-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-3-methyl-2H-pyran-3-ol
CAS No.:116216-80-9
Molecular Formula:C₂₆H₄₂O₅
Molecular Weight:434.616
Hs Code.:

Synonyms:(2R,3S,6R)-2-<3-(Benzyloxy)propyl>tetrahydro-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-3-methyl-2H-pyran-3-ol

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Chemical Property of (2R,3S,6R)-2-<3-(Benzyloxy)propyl>tetrahydro-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-3-methyl-2H-pyran-3-ol

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Technology Process of (2R,3S,6R)-2-<3-(Benzyloxy)propyl>tetrahydro-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-3-methyl-2H-pyran-3-ol

There total 11 articles about (2R,3S,6R)-2-<3-(Benzyloxy)propyl>tetrahydro-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-3-methyl-2H-pyran-3-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:

: 4541-14-4
4-benzyloxy-butan-1-ol

: 116216-80-9
(2R,3S,6R)-2-<3-(Benzyloxy)propyl>tetrahydro-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-3-methyl-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) PCC, 2.) NaH / 1.) CH₂Cl₂, rt, 2.) THF, O deg C

2: 73 percent / Red-Al / benzene / Heating

3: 76 percent / CCl₄, PPh₃ / benzene / Heating

4: 93 percent / dimethylformamide / 0 °C

5: 78 percent / n-BuLi, DABCO / tetrahydrofuran / 3 h / -78 °C

6: 77 percent / Na / tetrahydrofuran; propan-2-ol / 3 h / Heating

7: 72 percent / t-BuOOH / VO(acac)2 / CH₂Cl₂ / 7 h / Ambient temperature

8: 1.) MsCl, Et₃N, 2.) Ag₂CO₃ / 1.) CH₂Cl₂, rt, 12 h, 2.) aq acetone, 50 deg C

With 1,4-diaza-bicyclo[2.2.2]octane; tert.-butylhydroperoxide; tetrachloromethane; n-butyllithium; sodium; sodium hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; silver carbonate; pyridinium chlorochromate; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)96808-4

Reference yield:

: 128243-83-4
Methanesulfonic acid 4-benzyloxy-1-[(R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butyl ester

: 116216-80-9
(2R,3S,6R)-2-<3-(Benzyloxy)propyl>tetrahydro-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-3-methyl-2H-pyran-3-ol

Guidance literature:: With silver carbonate; In water; acetone; at 50 ℃; for 12h; Yield given;
DOI:10.1021/jo00304a022

Reference yield:

: 116428-25-2,121468-42-6,121468-43-7
(E)-(6S,7R)-14-Benzyloxy-6-methoxymethoxy-2,6,10-trimethyl-9-phenylsulfanyl-tetradeca-2,10-dien-7-ol

: 116216-80-9
(2R,3S,6R)-2-<3-(Benzyloxy)propyl>tetrahydro-6-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-3-methyl-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / Na / tetrahydrofuran; propan-2-ol / 3 h / Heating

2: 72 percent / t-BuOOH / VO(acac)2 / CH₂Cl₂ / 7 h / Ambient temperature

3: 1.) MsCl, Et₃N, 2.) Ag₂CO₃ / 1.) CH₂Cl₂, rt, 12 h, 2.) aq acetone, 50 deg C

With tert.-butylhydroperoxide; sodium; methanesulfonyl chloride; triethylamine; silver carbonate; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; dichloromethane; isopropyl alcohol;
DOI:10.1016/S0040-4039(00)96808-4