ethyl (4S)-4-benzyloxy-7-methyl-3-oxo-6-[(2-tetrahydropyranyloxy)methyl]-6-octenoate

Base Information

Chemical Name:ethyl (4S)-4-benzyloxy-7-methyl-3-oxo-6-[(2-tetrahydropyranyloxy)methyl]-6-octenoate
CAS No.:351386-48-6
Molecular Formula:C₂₄H₃₄O₆
Molecular Weight:418.53
Hs Code.:

Synonyms:ethyl (4S)-4-benzyloxy-7-methyl-3-oxo-6-[(2-tetrahydropyranyloxy)methyl]-6-octenoate

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Chemical Property of ethyl (4S)-4-benzyloxy-7-methyl-3-oxo-6-[(2-tetrahydropyranyloxy)methyl]-6-octenoate

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Technology Process of ethyl (4S)-4-benzyloxy-7-methyl-3-oxo-6-[(2-tetrahydropyranyloxy)methyl]-6-octenoate

There total 4 articles about ethyl (4S)-4-benzyloxy-7-methyl-3-oxo-6-[(2-tetrahydropyranyloxy)methyl]-6-octenoate 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:

: 351386-46-4
isopropyl (2S)-2-benzyloxy-5-methyl-4-[(-2-tetrahydropyranyloxy)methyl]-4-hexenoate

: 141-78-6
ethyl acetate

: 351386-48-6
ethyl (4S)-4-benzyloxy-7-methyl-3-oxo-6-[(2-tetrahydropyranyloxy)methyl]-6-octenoate

Guidance literature:: ethyl acetate; With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; at -70 ℃; for 0.166667h;

isopropyl (2S)-2-benzyloxy-5-methyl-4-[(-2-tetrahydropyranyloxy)methyl]-4-hexenoate; With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; for 0.666667h; Further stages.;
DOI:10.1039/b010101j

Reference yield:

: 351386-44-2
isopropyl (2S)-2-hydroxy-5-methyl-4-[(2-tetrahydropyranyloxy)methyl]-4-hexenoate

: 351386-48-6
ethyl (4S)-4-benzyloxy-7-methyl-3-oxo-6-[(2-tetrahydropyranyloxy)methyl]-6-octenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 89 percent / tBuOK; Bu₄NI / tetrahydrofuran / 0.5 h / 20 °C

2.1: hexamethyldisilazane; BuLi / hexane; tetrahydrofuran / 0.17 h / -70 °C

2.2: TMEDA / hexane; tetrahydrofuran / 0.67 h

With n-butyllithium; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane;
DOI:10.1039/b010101j

Reference yield:

: 100-39-0
benzyl bromide

: 351386-48-6
ethyl (4S)-4-benzyloxy-7-methyl-3-oxo-6-[(2-tetrahydropyranyloxy)methyl]-6-octenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 89 percent / tBuOK; Bu₄NI / tetrahydrofuran / 0.5 h / 20 °C

2.1: hexamethyldisilazane; BuLi / hexane; tetrahydrofuran / 0.17 h / -70 °C

2.2: TMEDA / hexane; tetrahydrofuran / 0.67 h

With n-butyllithium; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane;
DOI:10.1039/b010101j