(S)-1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylallyl 2-(4-methoxybenzyloxy)acetate

Base Information

Chemical Name:(S)-1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylallyl 2-(4-methoxybenzyloxy)acetate
CAS No.:882424-52-4
Molecular Formula:C₂₃H₃₀O₅
Molecular Weight:386.488
Hs Code.:

Synonyms:(S)-1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylallyl 2-(4-methoxybenzyloxy)acetate

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Chemical Property of (S)-1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylallyl 2-(4-methoxybenzyloxy)acetate

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Technology Process of (S)-1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylallyl 2-(4-methoxybenzyloxy)acetate

There total 1 articles about (S)-1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylallyl 2-(4-methoxybenzyloxy)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: 76.0%

: 1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylprop-2-en-1-ol

: 88920-24-5
p-methoxybenzyloxy acetic acid

: 882424-52-4
(S)-1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylallyl 2-(4-methoxybenzyloxy)acetate

: (R)-1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylallyl 2-(4-methoxybenzyloxy)acetate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 45 ℃;
DOI:10.1021/ol053092b

Reference yield: 100.0%

: 882424-52-4
(S)-1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylallyl 2-(4-methoxybenzyloxy)acetate

: 882424-53-5
(R,E)-5-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-(4-methoxybenzyloxy)-4-methylpent-4-enoic acid

Guidance literature:: With chloro-trimethyl-silane; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; for 12h;
DOI:10.1021/ol053092b

Reference yield:

: 882424-52-4
(S)-1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylallyl 2-(4-methoxybenzyloxy)acetate

: 882424-54-6
(R,E)-5-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-(4-methoxybenzyloxy)-4-methylpent-4-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / LiHMDS; TMSCl / tetrahydrofuran / 12 h / -78 - 20 °C

2: 79 percent / LiAlH₄ / diethyl ether / 3 h / 0 °C

With lithium aluminium tetrahydride; chloro-trimethyl-silane; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; 1: Ireland-Claisen rearrangement;
DOI:10.1021/ol053092b