(S)-((2R,3S,4R)-3,4-Bis-methoxymethoxy-tetrahydro-pyran-2-yl)-phenyl-methanol

Base Information

Chemical Name:(S)-((2R,3S,4R)-3,4-Bis-methoxymethoxy-tetrahydro-pyran-2-yl)-phenyl-methanol
CAS No.:282094-31-9
Molecular Formula:C₁₆H₂₄O₆
Molecular Weight:312.363
Hs Code.:

Synonyms:(S)-((2R,3S,4R)-3,4-Bis-methoxymethoxy-tetrahydro-pyran-2-yl)-phenyl-methanol

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Chemical Property of (S)-((2R,3S,4R)-3,4-Bis-methoxymethoxy-tetrahydro-pyran-2-yl)-phenyl-methanol

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Technology Process of (S)-((2R,3S,4R)-3,4-Bis-methoxymethoxy-tetrahydro-pyran-2-yl)-phenyl-methanol

There total 7 articles about (S)-((2R,3S,4R)-3,4-Bis-methoxymethoxy-tetrahydro-pyran-2-yl)-phenyl-methanol 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: 87.0%

: 282094-26-2
((2S,3S,4R)-3,4-Bis-methoxymethoxy-tetrahydro-pyran-2-yl)-phenyl-methanone

: 282094-27-3
(R)-((2R,3S,4R)-3,4-Bis-methoxymethoxy-tetrahydro-pyran-2-yl)-phenyl-methanol

: 282094-31-9
(S)-((2R,3S,4R)-3,4-Bis-methoxymethoxy-tetrahydro-pyran-2-yl)-phenyl-methanol

Guidance literature:: With sodium tetrahydroborate; In methanol;
DOI:10.1016/S0040-4039(00)00174-X

Reference yield:

: 2873-29-2
D-glucal triacetate

: 282094-31-9
(S)-((2R,3S,4R)-3,4-Bis-methoxymethoxy-tetrahydro-pyran-2-yl)-phenyl-methanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / H₂ / Pd/C / methanol

2.1: 100 percent / NaOMe / methanol

3.1: 70 percent / Et₃N / dimethylformamide

4.1: 75 percent / iPr₂NEt / CH₂Cl₂

5.1: 88 percent / TBAF / tetrahydrofuran

6.1: PDC / dimethylformamide; H₂O

6.2: EDCl; MeNHOMe; DMAP / CH₂Cl₂; triethylamine

6.3: tetrahydrofuran

7.1: 9 percent / NaBH₄ / methanol

With sodium tetrahydroborate; dipyridinium dichromate; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Catalytic hydrogenation / 2.1: Deacetylation / 3.1: silylation / 4.1: Substitution / 5.1: desilylation / 6.1: Oxidation / 6.2: Substitution / 6.3: Grignard reaction / 7.1: Reduction;
DOI:10.1016/S0040-4039(00)00174-X

Reference yield:

: 3971-47-9,7103-29-9,13035-11-5,26242-03-5
(3S,4R)-dihydroxy-(2R)-(hydroxymethyl)tetrahydropyran

: 282094-31-9
(S)-((2R,3S,4R)-3,4-Bis-methoxymethoxy-tetrahydro-pyran-2-yl)-phenyl-methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 70 percent / Et₃N / dimethylformamide

2.1: 75 percent / iPr₂NEt / CH₂Cl₂

3.1: 88 percent / TBAF / tetrahydrofuran

4.1: PDC / dimethylformamide; H₂O

4.2: EDCl; MeNHOMe; DMAP / CH₂Cl₂; triethylamine

4.3: tetrahydrofuran

5.1: 9 percent / NaBH₄ / methanol

With sodium tetrahydroborate; dipyridinium dichromate; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: silylation / 2.1: Substitution / 3.1: desilylation / 4.1: Oxidation / 4.2: Substitution / 4.3: Grignard reaction / 5.1: Reduction;
DOI:10.1016/S0040-4039(00)00174-X