(2S,3S,4S)-7-benzyloxy-3,4-isopropylidenedioxy-2-<(2'-methoxyethoxy)methoxy>-heptyl acetate

Base Information

Chemical Name:(2S,3S,4S)-7-benzyloxy-3,4-isopropylidenedioxy-2-<(2'-methoxyethoxy)methoxy>-heptyl acetate
CAS No.:133407-76-8
Molecular Formula:C₂₃H₃₆O₈
Molecular Weight:440.534
Hs Code.:

Synonyms:(2S,3S,4S)-7-benzyloxy-3,4-isopropylidenedioxy-2-<(2'-methoxyethoxy)methoxy>-heptyl acetate

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Chemical Property of (2S,3S,4S)-7-benzyloxy-3,4-isopropylidenedioxy-2-<(2'-methoxyethoxy)methoxy>-heptyl acetate

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Technology Process of (2S,3S,4S)-7-benzyloxy-3,4-isopropylidenedioxy-2-<(2'-methoxyethoxy)methoxy>-heptyl acetate

There total 10 articles about (2S,3S,4S)-7-benzyloxy-3,4-isopropylidenedioxy-2-<(2'-methoxyethoxy)methoxy>-heptyl 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: 93.0%

: 133407-75-7
(2S,3R,4S)-1-acetoxy-7-benzyloxy-2-<(2'-methoxyethoxy)methoxy>-3,4-heptanediol

: 77-76-9
2,2-dimethoxy-propane

: 133407-76-8
(2S,3S,4S)-7-benzyloxy-3,4-isopropylidenedioxy-2-<(2'-methoxyethoxy)methoxy>-heptyl acetate

Guidance literature:: With toluene-4-sulfonic acid; In acetone; for 0.333333h; Ambient temperature;
DOI:10.1016/S0957-4166(00)80464-4

Reference yield:

: 5470-84-8
4-benzyloxybutanal

: 133407-76-8
(2S,3S,4S)-7-benzyloxy-3,4-isopropylidenedioxy-2-<(2'-methoxyethoxy)methoxy>-heptyl acetate

Guidance literature:: Multi-step reaction with 9 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

8: 71 percent / OsO₄, Me₃N(O) / CCl₄ / 48 h

9: 93 percent / p-TsOH / acetone / 0.33 h / Ambient temperature

With osmium(VIII) oxide; lithium aluminium tetrahydride; trimethylamine-N-oxide; sodium acetate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; lithium diisopropyl amide; In tetrachloromethane; diethyl ether; dichloromethane; acetone;
DOI:10.1016/S0957-4166(00)80464-4

Reference yield:

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

: 133407-76-8
(2S,3S,4S)-7-benzyloxy-3,4-isopropylidenedioxy-2-<(2'-methoxyethoxy)methoxy>-heptyl acetate

Guidance literature:: Multi-step reaction with 8 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

7: 71 percent / OsO₄, Me₃N(O) / CCl₄ / 48 h

8: 93 percent / p-TsOH / acetone / 0.33 h / Ambient temperature

With osmium(VIII) oxide; lithium aluminium tetrahydride; trimethylamine-N-oxide; sodium acetate; diisobutylaluminium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; lithium diisopropyl amide; In tetrachloromethane; diethyl ether; dichloromethane; acetone;
DOI:10.1016/S0957-4166(00)80464-4