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

Base Information

Chemical Name:(2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-ol
CAS No.:133407-73-5
Molecular Formula:C₁₈H₂₈O₅
Molecular Weight:324.417
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 7 articles about (2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-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: 92.0%

: 137299-15-1,137299-24-2
(2R,3E)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3-hepten-1-yl p-tolyl sulfide

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

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 2h;
DOI:10.1016/S0957-4166(00)80464-4

Reference yield:

: 5470-84-8
4-benzyloxybutanal

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

Guidance literature:: Multi-step reaction with 6 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

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

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

Guidance literature:: Multi-step reaction with 5 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

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