Acetic acid (2R,3R,4S,5R,6S)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-6-[((E)-propenyl)oxy]-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4S,5R,6S)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-6-[((E)-propenyl)oxy]-tetrahydro-pyran-3-yl ester
CAS No.:106711-59-5
Molecular Formula:C₃₅H₄₄O₁₂
Molecular Weight:656.727
Hs Code.:

Acetic acid (2R,3R,4S,5R,6S)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-6-[((E)-propenyl)oxy]-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4S,5R,6S)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-6-[((E)-propenyl)oxy]-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3R,4S,5R,6S)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-6-[((E)-propenyl)oxy]-tetrahydro-pyran-3-yl ester

There total 16 articles about Acetic acid (2R,3R,4S,5R,6S)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-6-[((E)-propenyl)oxy]-tetrahydro-pyran-3-yl ester 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: 82.0%

: 106711-57-3
Acetic acid (2R,3R,4S,5R,6S)-6-allyloxy-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

: 106711-59-5,106818-62-6,134357-77-0,134357-79-2
Acetic acid (2R,3R,4S,5R,6S)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-6-[((E)-propenyl)oxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: palladium on activated charcoal; In methanol; for 3.5h; Heating;

Reference yield: 73.0%

: 106711-58-4
Acetic acid (2R,3R,4S,5R,6R)-6-allyloxy-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

: 106711-60-8
Acetic acid (2R,3R,4S,5R,6S)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-hydroxy-2-methyl-tetrahydro-pyran-3-yl ester

: 106711-59-5,106818-62-6,134357-77-0,134357-79-2
Acetic acid (2R,3R,4S,5R,6R)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-6-[((E)-propenyl)oxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: palladium on activated charcoal; In methanol; for 4h; Heating;

Reference yield:

: 18439-45-7,70632-45-0,87938-30-5,18439-44-6
3-O-Benzyl-6-desoxy-1,2-O-isopropyliden-α-D-gluco-hexofuranose

: 106711-59-5,106818-62-6,134357-77-0,134357-79-2
Acetic acid (2R,3R,4S,5R,6R)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-methyl-6-[((E)-propenyl)oxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / 2 N H₂SO₄ / tetrahydrofuran / 48 h / 60 °C

2: 65 percent / camphorsulfonic acid (CSA) / tetrahydrofuran / 1.) rt, 20 h, 2.) 60 deg C, 6 h

3: 99 percent / DMAP, pyridine / CH₂Cl₂ / 0.33 h

4: camphorsulfonic acid (CSA) / benzene / 27 h / Heating

5: 75 percent / Hg(CN)2, 4A molecular sieves / benzene / 1 h / Ambient temperature

6: 73 percent / 10percent Pd/C / methanol / 4 h / Heating

With pyridine; dmap; 4 A molecular sieve; sulfuric acid; camphor-10-sulfonic acid; mercury(II) cyanide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; benzene;