prop-2-enyl {(4R,6R)-6-[(S)-2-benzyloxy-5-{(2S,6R)-6-(4-methoxybenzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethyl-4-oxopentyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetate

Base Information

Chemical Name:prop-2-enyl {(4R,6R)-6-[(S)-2-benzyloxy-5-{(2S,6R)-6-(4-methoxybenzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethyl-4-oxopentyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetate
CAS No.:1314756-95-0
Molecular Formula:C₅₀H₇₆O₁₀Si
Molecular Weight:865.233
Hs Code.:

prop-2-enyl {(4R,6R)-6-[(S)-2-benzyloxy-5-{(2S,6R)-6-(4-methoxybenzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethyl-4-oxopentyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetate

Synonyms:prop-2-enyl {(4R,6R)-6-[(S)-2-benzyloxy-5-{(2S,6R)-6-(4-methoxybenzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethyl-4-oxopentyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetate

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Chemical Property of prop-2-enyl {(4R,6R)-6-[(S)-2-benzyloxy-5-{(2S,6R)-6-(4-methoxybenzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethyl-4-oxopentyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetate

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Technology Process of prop-2-enyl {(4R,6R)-6-[(S)-2-benzyloxy-5-{(2S,6R)-6-(4-methoxybenzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethyl-4-oxopentyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetate

There total 14 articles about prop-2-enyl {(4R,6R)-6-[(S)-2-benzyloxy-5-{(2S,6R)-6-(4-methoxybenzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethyl-4-oxopentyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetate 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:

: C₄₇H₇₂O₁₀Si

: 106-95-6
allyl bromide

: 1314756-95-0
prop-2-enyl {(4R,6R)-6-[(S)-2-benzyloxy-5-{(2S,6R)-6-(4-methoxybenzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethyl-4-oxopentyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetate

Guidance literature:: With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 70 ℃; for 16h;
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

: 1314756-95-0
prop-2-enyl {(4R,6R)-6-[(S)-2-benzyloxy-5-{(2S,6R)-6-(4-methoxybenzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethyl-4-oxopentyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetate

Guidance literature:: Multi-step reaction with 6 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

4: pyridine; Dess-Martin periodane / dichloromethane / 1 h / 20 °C

5: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene; water / tetrahydrofuran; tert-butyl alcohol / 1 h / 20 °C

6: sodium hydrogencarbonate / N,N-dimethyl-formamide / 16 h / 70 °C

With pyridine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 0.8H₂O*BaH₂O₂; potassium tert-butylate; water; sodium hydrogencarbonate; Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 4: Dess-Martin oxidation / 5: Pinnick oxidation;
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

: 1314756-95-0
prop-2-enyl {(4R,6R)-6-[(S)-2-benzyloxy-5-{(2S,6R)-6-(4-methoxybenzyloxymethyl)-4-[(Z)-2-triisopropylsilyloxyethylidene]tetrahydropyran-2-yl}-3,3-dimethyl-4-oxopentyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetate

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: pyridine; Dess-Martin periodane / dichloromethane / 1 h / 20 °C

4: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene; water / tetrahydrofuran; tert-butyl alcohol / 1 h / 20 °C

5: sodium hydrogencarbonate / N,N-dimethyl-formamide / 16 h / 70 °C

With pyridine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; potassium tert-butylate; water; sodium hydrogencarbonate; Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 3: Dess-Martin oxidation / 4: Pinnick oxidation;
DOI:10.1039/c1cc12332g