(3S,5S)-3-[(R)-3-((2R,6R)-6-Allyl-3,6-dihydro-2H-pyran-2-yl)-2-methyl-propyl]-3-benzenesulfonyl-5-(4-methoxy-benzyloxymethyl)-dihydro-furan-2-one

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Chemical Name:(3S,5S)-3-[(R)-3-((2R,6R)-6-Allyl-3,6-dihydro-2H-pyran-2-yl)-2-methyl-propyl]-3-benzenesulfonyl-5-(4-methoxy-benzyloxymethyl)-dihydro-furan-2-one
CAS No.:273733-97-4
Molecular Formula:C₃₁H₃₈O₇S
Molecular Weight:554.705
Hs Code.:

Synonyms:(3S,5S)-3-[(R)-3-((2R,6R)-6-Allyl-3,6-dihydro-2H-pyran-2-yl)-2-methyl-propyl]-3-benzenesulfonyl-5-(4-methoxy-benzyloxymethyl)-dihydro-furan-2-one

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Chemical Property of (3S,5S)-3-[(R)-3-((2R,6R)-6-Allyl-3,6-dihydro-2H-pyran-2-yl)-2-methyl-propyl]-3-benzenesulfonyl-5-(4-methoxy-benzyloxymethyl)-dihydro-furan-2-one

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Technology Process of (3S,5S)-3-[(R)-3-((2R,6R)-6-Allyl-3,6-dihydro-2H-pyran-2-yl)-2-methyl-propyl]-3-benzenesulfonyl-5-(4-methoxy-benzyloxymethyl)-dihydro-furan-2-one

There total 12 articles about (3S,5S)-3-[(R)-3-((2R,6R)-6-Allyl-3,6-dihydro-2H-pyran-2-yl)-2-methyl-propyl]-3-benzenesulfonyl-5-(4-methoxy-benzyloxymethyl)-dihydro-furan-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: 91.0%

: 273733-93-0
(2S,6R)-6-Allyl-2-((R)-3-iodo-2-methyl-propyl)-3,6-dihydro-2H-pyran

: 273733-96-3
(5S)-5-(p-methoxy-benzyl)-methyl-3-phenyl-sulphonyl-dihydrofuran-2-one

: 273733-97-4
(3S,5S)-3-[(R)-3-((2R,6R)-6-Allyl-3,6-dihydro-2H-pyran-2-yl)-2-methyl-propyl]-3-benzenesulfonyl-5-(4-methoxy-benzyloxymethyl)-dihydro-furan-2-one

Guidance literature:: (5S)-5-(p-methoxy-benzyl)-methyl-3-phenyl-sulphonyl-dihydrofuran-2-one; With sodium hydride; In N,N-dimethyl-formamide; at 23 ℃; for 0.25h;

(2S,6R)-6-Allyl-2-((R)-3-iodo-2-methyl-propyl)-3,6-dihydro-2H-pyran; In N,N-dimethyl-formamide; at 23 - 60 ℃; for 12.25h;
DOI:10.1016/S0040-4039(00)00158-1

Reference yield:

: 34097-60-4
methyl benzenesulfonylacetate

: 273733-97-4
(3S,5S)-3-[(R)-3-((2R,6R)-6-Allyl-3,6-dihydro-2H-pyran-2-yl)-2-methyl-propyl]-3-benzenesulfonyl-5-(4-methoxy-benzyloxymethyl)-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / NaH / ethanol / 12 h / 23 °C

2.1: NaH / dimethylformamide / 0.25 h / 23 °C

2.2: 91 percent / dimethylformamide / 12.25 h / 23 - 60 °C

With sodium hydride; In ethanol; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Metallation / 2.2: Alkylation;
DOI:10.1016/S0040-4039(00)00158-1

Reference yield:

: 90865-70-6
[3R]-4-Benzyloxy-3-methylbutanal

: 273733-97-4
(3S,5S)-3-[(R)-3-((2R,6R)-6-Allyl-3,6-dihydro-2H-pyran-2-yl)-2-methyl-propyl]-3-benzenesulfonyl-5-(4-methoxy-benzyloxymethyl)-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 75 percent / tetrahydrofuran / -100 °C

2.1: 76 percent / triethylamine / CH₂Cl₂ / 0 - 23 °C

3.1: 72 percent / Ti(OiPr)4 / Cl₂(PCy₃)2Ru=CHPh / CH₂Cl₂ / 5 h / 40 °C

4.1: DIBAL-H / CH₂Cl₂ / -78 °C

5.1: pyridine; DMAP / CH₂Cl₂ / -78 - 23 °C

6.1: 82 percent / BF₃*OEt₃ / CH₂Cl₂ / -78 °C

7.1: 78 percent / Li / liquid ammonia

8.1: 97 percent / I₂; PPh₃; imidazole / acetonitrile; diethyl ether

9.1: NaH / dimethylformamide / 0.25 h / 23 °C

9.2: 91 percent / dimethylformamide / 12.25 h / 23 - 60 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; dmap; boron trifluoride diethyl etherate; iodine; lithium; sodium hydride; diisobutylaluminium hydride; triethylamine; triphenylphosphine; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane; ammonia; N,N-dimethyl-formamide; acetonitrile; 1.1: Alkylation / 2.1: Acylation / 3.1: Cyclization / 4.1: Reduction / 5.1: Acetylation / 6.1: Alkylation / 7.1: Elimination / 8.1: Iodination / 9.1: Metallation / 9.2: Alkylation;
DOI:10.1016/S0040-4039(00)00158-1