(S)-2-{(2R,5S)-5-[(R)-3-Benzenesulfonyl-1-(4-methoxy-benzyloxy)-propyl]-5-methyl-tetrahydro-furan-2-yl}-6-methyl-hept-5-en-2-ol

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Chemical Name:(S)-2-{(2R,5S)-5-[(R)-3-Benzenesulfonyl-1-(4-methoxy-benzyloxy)-propyl]-5-methyl-tetrahydro-furan-2-yl}-6-methyl-hept-5-en-2-ol
CAS No.:678999-18-3
Molecular Formula:C₃₀H₄₂O₆S
Molecular Weight:530.726
Hs Code.:

Synonyms:(S)-2-{(2R,5S)-5-[(R)-3-Benzenesulfonyl-1-(4-methoxy-benzyloxy)-propyl]-5-methyl-tetrahydro-furan-2-yl}-6-methyl-hept-5-en-2-ol

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Chemical Property of (S)-2-{(2R,5S)-5-[(R)-3-Benzenesulfonyl-1-(4-methoxy-benzyloxy)-propyl]-5-methyl-tetrahydro-furan-2-yl}-6-methyl-hept-5-en-2-ol

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Technology Process of (S)-2-{(2R,5S)-5-[(R)-3-Benzenesulfonyl-1-(4-methoxy-benzyloxy)-propyl]-5-methyl-tetrahydro-furan-2-yl}-6-methyl-hept-5-en-2-ol

There total 13 articles about (S)-2-{(2R,5S)-5-[(R)-3-Benzenesulfonyl-1-(4-methoxy-benzyloxy)-propyl]-5-methyl-tetrahydro-furan-2-yl}-6-methyl-hept-5-en-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: 78.0%

: 824-94-2
p-methoxybenzyl chloride

: 678999-17-2
(S)-2-[(2R,5S)-5-((R)-3-Benzenesulfonyl-1-hydroxy-propyl)-5-methyl-tetrahydro-furan-2-yl]-6-methyl-hept-5-en-2-ol

: 678999-18-3
(S)-2-{(2R,5S)-5-[(R)-3-Benzenesulfonyl-1-(4-methoxy-benzyloxy)-propyl]-5-methyl-tetrahydro-furan-2-yl}-6-methyl-hept-5-en-2-ol

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 3h;
DOI:10.1021/ol036471i

Reference yield:

: 3112-85-4
methylphenylsulfonate

: 678999-18-3
(S)-2-{(2R,5S)-5-[(R)-3-Benzenesulfonyl-1-(4-methoxy-benzyloxy)-propyl]-5-methyl-tetrahydro-furan-2-yl}-6-methyl-hept-5-en-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / n-BuLi; DMPU / tetrahydrofuran; hexane / 5 h / -78 - -25 °C

2: 78 percent / NaH / dimethylformamide / 3 h / 0 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol036471i

Reference yield:

: 35189-96-9
3-methyl-2-butenylmagnesium chloride

: 678999-18-3
(S)-2-{(2R,5S)-5-[(R)-3-Benzenesulfonyl-1-(4-methoxy-benzyloxy)-propyl]-5-methyl-tetrahydro-furan-2-yl}-6-methyl-hept-5-en-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / CuI / tetrahydrofuran / 0.5 h / -15 °C

2: 87 percent / aq. p-TsOH / ethanol / 2 h / 50 °C

3: 82 percent / pyridine / 1 h / 0 °C

4: 92 percent / K₂CO₃ / methanol / 0.33 h / 0 °C

5: 100 percent / n-BuLi; DMPU / tetrahydrofuran; hexane / 5 h / -78 - -25 °C

6: 78 percent / NaH / dimethylformamide / 3 h / 0 °C

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(l) iodide; n-butyllithium; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol036471i