(2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-yl acetate

Base Information

Chemical Name:(2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-yl acetate
CAS No.:133407-74-6
Molecular Formula:C₂₀H₃₀O₆
Molecular Weight:366.455
Hs Code.:

Synonyms:(2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-yl acetate

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Chemical Property of (2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-yl acetate

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Technology Process of (2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-yl acetate

There total 8 articles about (2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-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: 98.0%

: 108-24-7
acetic anhydride

: 133407-73-5
(2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-ol

: 133407-74-6
(2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-yl acetate

Guidance literature:: With sodium acetate; Ambient temperature;
DOI:10.1016/S0957-4166(00)80464-4

Reference yield:

: 5470-84-8
4-benzyloxybutanal

: 133407-74-6
(2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-yl acetate

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) THF, 0 deg C, 20 min, 2.) THF, 15 min

2: 1.) LDA / 1.) THF, -50 deg C, 30 min, 2.) THF, 15 min

3: 1.) ZnCl₂, 2.) 1 M DIBAL / 1.) THF, RT, 30 min, 2.) THF, hexane, -78 deg C, 2 h

4: 95 percent / diisopropylethylamine / CH₂Cl₂ / Ambient temperature

5: 100 percent / sodium acetate / 130 - 135 °C

6: 92 percent / 1.12 M LAH / diethyl ether / 2 h / 0 °C

7: 98 percent / sodium acetate / Ambient temperature

With lithium aluminium tetrahydride; sodium acetate; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; lithium diisopropyl amide; In diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(00)80464-4

Reference yield:

: 133407-67-7
ethyl (E)-6-(benzyloxy)hex-2-enoate

: 133407-74-6
(2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-yl acetate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA / 1.) THF, -50 deg C, 30 min, 2.) THF, 15 min

2: 1.) ZnCl₂, 2.) 1 M DIBAL / 1.) THF, RT, 30 min, 2.) THF, hexane, -78 deg C, 2 h

3: 95 percent / diisopropylethylamine / CH₂Cl₂ / Ambient temperature

4: 100 percent / sodium acetate / 130 - 135 °C

5: 92 percent / 1.12 M LAH / diethyl ether / 2 h / 0 °C

6: 98 percent / sodium acetate / Ambient temperature

With lithium aluminium tetrahydride; sodium acetate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; lithium diisopropyl amide; In diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(00)80464-4