(S)-4-benzyloxy-5-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]-1-{(2S,6R)-6-(4-methoxy-benzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethylpentan-2-one

Base Information

Chemical Name:(S)-4-benzyloxy-5-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]-1-{(2S,6R)-6-(4-methoxy-benzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethylpentan-2-one
CAS No.:1314756-94-9
Molecular Formula:C₄₇H₇₄O₉Si
Molecular Weight:811.185
Hs Code.:

(S)-4-benzyloxy-5-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]-1-{(2S,6R)-6-(4-methoxy-benzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethylpentan-2-one

Synonyms:(S)-4-benzyloxy-5-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]-1-{(2S,6R)-6-(4-methoxy-benzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethylpentan-2-one

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Chemical Property of (S)-4-benzyloxy-5-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]-1-{(2S,6R)-6-(4-methoxy-benzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethylpentan-2-one

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Technology Process of (S)-4-benzyloxy-5-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]-1-{(2S,6R)-6-(4-methoxy-benzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethylpentan-2-one

There total 11 articles about (S)-4-benzyloxy-5-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]-1-{(2S,6R)-6-(4-methoxy-benzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethylpentan-2-one 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:

: C₄₇H₇₄O₉Si

: 1314756-94-9
(S)-4-benzyloxy-5-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]-1-{(2S,6R)-6-(4-methoxy-benzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethylpentan-2-one

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 0.0833333h; stereoselective reaction;
DOI:10.1039/c1cc12332g

Reference yield:

: 1314756-90-5
dimethyl (4S)-4-benzyloxy-5-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]-3,3-dimethyl-2-oxopentylphosphonate

: 1314756-94-9
(S)-4-benzyloxy-5-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]-1-{(2S,6R)-6-(4-methoxy-benzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethylpentan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 0.8H₂O*BaH₂O₂ / tetrahydrofuran; water / 16 h / 0 - 20 °C

2: pyridine; pyridine hydrogenfluoride / tetrahydrofuran / 0.42 h / 0 °C

3: potassium tert-butylate / tetrahydrofuran / 0.08 h / 20 °C

With pyridine; 0.8H₂O*BaH₂O₂; potassium tert-butylate; pyridine hydrogenfluoride; In tetrahydrofuran; water;
DOI:10.1039/c1cc12332g

Reference yield:

: 1314756-91-6
(E)-(2S,10R)-2-benzyloxy-1-{(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl[1,3]dioxan-4-yl}-11-(4-methoxy-benzyloxy)-3,3-dimethyl-10-triethylsilyloxy-8-[(Z)-2-tri-isopropylsilyloxyethylidene]undec-5-en-4-one

: 1314756-94-9
(S)-4-benzyloxy-5-[(4R,6S)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl]-1-{(2S,6R)-6-(4-methoxy-benzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethylpentan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; pyridine hydrogenfluoride / tetrahydrofuran / 0.42 h / 0 °C

2: potassium tert-butylate / tetrahydrofuran / 0.08 h / 20 °C

With pyridine; potassium tert-butylate; pyridine hydrogenfluoride; In tetrahydrofuran;
DOI:10.1039/c1cc12332g