(2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyltetrahydropyran-3-ol

Base Information

Chemical Name:(2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyltetrahydropyran-3-ol
CAS No.:796128-17-1
Molecular Formula:C₂₃H₂₆O₄
Molecular Weight:366.457
Hs Code.:

Synonyms:(2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyltetrahydropyran-3-ol

Suppliers and Price of (2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyltetrahydropyran-3-ol

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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 (2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyltetrahydropyran-3-ol

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Technology Process of (2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyltetrahydropyran-3-ol

There total 1 articles about (2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyltetrahydropyran-3-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: 88.0%

: 796128-15-9
(2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyl-3-acetoxytetrahydropyran

: 796128-17-1
(2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyltetrahydropyran-3-ol

Guidance literature:: With potassium carbonate; In methanol; water; at 20 ℃; for 3h;
DOI:10.1021/ol048165q

Reference yield: 70.0%

: 796128-17-1
(2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyltetrahydropyran-3-ol

: 796128-08-0
(2R,3S,4aR,8aS)-3-benzyloxy-2-benzyloxymethyl-2,3,4,4a,8,8a-hexahydro-pyrano[3,2-b]pyran

Guidance literature:: With (η(5)-C5H5)RuCl(P(p-FC6H4)3)2; sodium salt of N-hydroxysuccinimide; P(p-C₆H₄F)3; tert-butylammonium hexafluorophosphate(V); In N,N-dimethyl-formamide; at 85 ℃; for 26h;
DOI:10.1021/ol048165q

Reference yield:

: 796128-17-1
(2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-prop-2-ynyltetrahydropyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 60 percent / CpRu[P(p-MeO-C₆H₄)3]2Cl; P(p-MeOC₆H₄)3; N-hydroxysuccinimide / tetra-n-butylammonium hexafluorophosphate; NaHCO₃ / dimethylformamide / 20 h / 85 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: tetrahydrofuran; hexane / 1 h / -78 °C

With 1-hydroxy-pyrrolidine-2,5-dione; n-butyllithium; (η(5)-C5H5)RuCl(P(p-CH3OC6H4)3)2; P(p-CH₃OC₆H₄)3; tert-butylammonium hexafluorophosphate(V); sodium hydrogencarbonate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol048165q