(S)-1-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-propane-1,3-diol

Base Information

Chemical Name:(S)-1-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-propane-1,3-diol
CAS No.:862603-72-3
Molecular Formula:C₁₅H₂₂O₄
Molecular Weight:266.337
Hs Code.:

Synonyms:(S)-1-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-propane-1,3-diol

Suppliers and Price of (S)-1-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-propane-1,3-diol

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

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Chemical Property of (S)-1-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-propane-1,3-diol

Chemical Property:

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Technology Process of (S)-1-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-propane-1,3-diol

There total 11 articles about (S)-1-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-propane-1,3-diol 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:

: (S)-3-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-3-hydroxy-propionaldehyde

: 862603-72-3
(S)-1-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-propane-1,3-diol

Guidance literature:: With sodium tetrahydroborate; In ethanol; water; for 0.5h;
DOI:10.1021/ja0526867

Reference yield:

: (R)-4-Benzyloxymethyl-2-phenyl-[1,3]dioxane

: 862603-72-3
(S)-1-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-propane-1,3-diol

Guidance literature:: Multi-step reaction with 10 steps

1.1: aq. AcOH

1.2: NaIO₄

2.1: Et₃N

3.1: N-methylmorpholine

4.1: NaI

5.1: 95 percent / N-Bu₃SnH; Et₃B

6.1: trifluoroacetic anhydride; pyridine

6.2: 84 percent / KOAc

7.1: 96 percent / MgBr₂*Et₂O

8.1: aq. OsO₄; 4-methylmorpholine N-oxide / acetone / 1.5 h / 20 °C

9.1: aq. NaIO₄ / ethanol / 1 h / 20 °C

10.1: 1.467 g / NaBH₄ / H₂O; ethanol / 0.5 h

With 4-methyl-morpholine; pyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; triethyl borane; tri-n-butyl-tin hydride; acetic acid; 4-methylmorpholine N-oxide; triethylamine; trifluoroacetic anhydride; sodium iodide; magnesium bromide; In ethanol; water; acetone; 6.1: Pummerer rearrangement;
DOI:10.1021/ja0526867

Reference yield:

: 862603-18-7
(S)-1-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-but-3-en-1-ol

: 862603-72-3
(S)-1-((2S,5R)-5-Benzyloxymethyl-tetrahydro-furan-2-yl)-propane-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: aq. OsO₄; 4-methylmorpholine N-oxide / acetone / 1.5 h / 20 °C

2: aq. NaIO₄ / ethanol / 1 h / 20 °C

3: 1.467 g / NaBH₄ / H₂O; ethanol / 0.5 h

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In ethanol; water; acetone;
DOI:10.1021/ja0526867