(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate
CAS No.:39032-08-1
Molecular Formula:C₂₄H₃₀O₁₂
Molecular Weight:510.495
Hs Code.:

Synonyms:(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate

Suppliers and Price of (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate

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

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Total 2 raw suppliers

Chemical Property of (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate

Chemical Property:

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

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Technology Process of (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate

There total 10 articles about (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate 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: 63.0%

: 60037-43-6
2-(4-acetoxyphenyl)ethanol

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 39032-08-1
(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate

Guidance literature:: With iodine; zinc(II) oxide; In dichloromethane; at 20 ℃; for 6h; Molecular sieve; Inert atmosphere;
DOI:10.3762/bjoc.12.51

Reference yield: 13.6%

: 60037-43-6
2-(4-acetoxyphenyl)ethanol

: 6919-96-6
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 39032-08-1
(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate

Guidance literature:: With silver carbonate; In dichloromethane; Reagent/catalyst; Solvent; Molecular sieve;

Reference yield:

: 104-01-8
4-Methoxyphenylacetic acid

: 39032-08-1
(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / BBr₃ / CH₂Cl₂ / 0.5 h / -78 °C

2: 95 percent / concd aq. HCl / 0.5 h / Heating

3: 90 percent / NaBH₄ / H₂O / 8 h / Ambient temperature

4: 73 percent / 1N aq. NaOH / tetrahydrofuran / 1 h / Ambient temperature

5: 1.) Ag₂CO₃, Drierite, 2.) I₂ / 1.) Et₂O, RT, 10 min, 2.) Et₂O, RT, 14 h

With hydrogenchloride; calcium sulfate; sodium hydroxide; sodium tetrahydroborate; iodine; boron tribromide; silver carbonate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1248/cpb.46.581