(R)-1-(2R,3R,5R)-3-(benzyloxy)tetrahydro-5-methoxyfuran-2-yl-ethane-1,2-diol

Base Information

Chemical Name:(R)-1-(2R,3R,5R)-3-(benzyloxy)tetrahydro-5-methoxyfuran-2-yl-ethane-1,2-diol
CAS No.:1025765-64-3
Molecular Formula:C₁₄H₂₀O₅
Molecular Weight:268.31
Hs Code.:

Synonyms:(R)-1-(2R,3R,5R)-3-(benzyloxy)tetrahydro-5-methoxyfuran-2-yl-ethane-1,2-diol

Suppliers and Price of (R)-1-(2R,3R,5R)-3-(benzyloxy)tetrahydro-5-methoxyfuran-2-yl-ethane-1,2-diol

Supply Marketing:

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

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Chemical Property of (R)-1-(2R,3R,5R)-3-(benzyloxy)tetrahydro-5-methoxyfuran-2-yl-ethane-1,2-diol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (R)-1-(2R,3R,5R)-3-(benzyloxy)tetrahydro-5-methoxyfuran-2-yl-ethane-1,2-diol

There total 8 articles about (R)-1-(2R,3R,5R)-3-(benzyloxy)tetrahydro-5-methoxyfuran-2-yl-ethane-1,2-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: 69.0%

: 67-56-1
methanol

: 475291-22-6
3-O-benzyl-2-deoxy-β-D-arabino-hexopyranose

: 386765-73-7
methyl 3-O-benzyl-2-deoxy-α-D-arabino-hexofuranoside

: 119874-56-5
(2R,3S,4R,6S)-4-(benzyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-ol

: (2R,3S,4R,6R)-4-Benzyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ol

: 1025765-64-3
(R)-1-(2R,3R,5R)-3-(benzyloxy)tetrahydro-5-methoxyfuran-2-yl-ethane-1,2-diol

Guidance literature:: With acetyl chloride; at 0 ℃; for 20h;
DOI:10.1246/bcsj.75.1927

Reference yield:

: C₁₄H₁₉BrO₅

: 1025765-64-3
(R)-1-(2R,3R,5R)-3-(benzyloxy)tetrahydro-5-methoxyfuran-2-yl-ethane-1,2-diol

Guidance literature:: With hydrogen; triethylamine; palladium on activated charcoal; In methanol; for 20h; under 760.051 Torr;
DOI:10.1016/j.tet.2008.02.065

Reference yield:

: 6160-67-4
(D)-mannose diacetonide

: 1025765-64-3
(R)-1-(2R,3R,5R)-3-(benzyloxy)tetrahydro-5-methoxyfuran-2-yl-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: Li; liquid ammonia / 0.5 h / -78 °C

2.1: 97 percent / NaH; tetra-n-butylammonium iodide / tetrahydrofuran / 0 - 25 °C

3.1: Hg(OAc)2; water / tetrahydrofuran / 0.5 h / 25 °C

3.2: potassium iodide / tetrahydrofuran; H₂O / 0.25 h / 0 °C

3.3: NaBH₄ / tetrahydrofuran; H₂O / 1.5 h / 0 °C

4.1: 91 percent / acetic acid; water / 14 h / 25 °C

5.1: AcCl / 20 h / 0 °C

With mercury(II) diacetate; ammonia; water; tetra-(n-butyl)ammonium iodide; lithium; sodium hydride; acetic acid; acetyl chloride; In tetrahydrofuran;
DOI:10.1246/bcsj.75.1927