(2S,3S)-3-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-hex-5-yn-2-ol

Base Information

Chemical Name:(2S,3S)-3-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-hex-5-yn-2-ol
CAS No.:206115-99-3
Molecular Formula:C₂₅H₃₆O₆
Molecular Weight:432.557
Hs Code.:

Synonyms:(2S,3S)-3-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-hex-5-yn-2-ol

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Chemical Property of (2S,3S)-3-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-hex-5-yn-2-ol

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Technology Process of (2S,3S)-3-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-hex-5-yn-2-ol

There total 10 articles about (2S,3S)-3-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-hex-5-yn-2-ol 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:

: 206115-98-2
{(1S,2S)-2-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyloxy}-tert-butyl-dimethyl-silane

: 206115-99-3
(2S,3S)-3-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-hex-5-yn-2-ol

Guidance literature:: With 2,2'-azobis(isobutyronitrile); triphenylstannane; In benzene; at 80 ℃;
DOI:10.1021/ja980196r

Reference yield:

: 206115-91-5
(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxy)-hex-5-yn-3-ol

: 206115-99-3
(2S,3S)-3-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-hex-5-yn-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NIS, molecular sieves 3A, 2.) Ph₃SnH, AIBN / 1.) CH₃CN, 0 deg C, 2.) C₆H₆, 80 deg C

2: 97 percent / Bu₄NF / tetrahydrofuran

3: 1.) (THF)W(CO)5, 2.) Et₃N / 1.) THF, 2.) Et₂O, THF

4: 90 percent / aq. p-TsOH / benzene

5: Ph₃SnH, AIBN / benzene / 80 °C

With N-iodo-succinimide; tungsten pentacarbonyl tetrahydrofuran; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; triphenylstannane; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; benzene;
DOI:10.1021/ja980196r

Reference yield:

: 129985-29-1
(2S,3R)-3-benzyloxy-2-methyl-3,4-dihydro-2H-pyran

: 206115-99-3
(2S,3S)-3-[(2S,5S,6S)-5-((2S,5R,6S)-5-Benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-hex-5-yn-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NIS, molecular sieves 3A, 2.) Ph₃SnH, AIBN / 1.) CH₃CN, 0 deg C, 2.) C₆H₆, 80 deg C

2: 97 percent / Bu₄NF / tetrahydrofuran

3: 1.) (THF)W(CO)5, 2.) Et₃N / 1.) THF, 2.) Et₂O, THF

4: 90 percent / aq. p-TsOH / benzene

5: Ph₃SnH, AIBN / benzene / 80 °C

With N-iodo-succinimide; tungsten pentacarbonyl tetrahydrofuran; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; triphenylstannane; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; benzene;
DOI:10.1021/ja980196r