(+)-(1R,3R,4R)-1-<(2-Methoxyethoxy)methoxy>-3-(hydroxymethyl)-4-<(benzyloxy)methyl>cyclopentane

Base Information

Chemical Name:(+)-(1R,3R,4R)-1-<(2-Methoxyethoxy)methoxy>-3-(hydroxymethyl)-4-<(benzyloxy)methyl>cyclopentane
CAS No.:149706-71-8
Molecular Formula:C₁₈H₂₈O₅
Molecular Weight:324.417
Hs Code.:

Synonyms:(+)-(1R,3R,4R)-1-<(2-Methoxyethoxy)methoxy>-3-(hydroxymethyl)-4-<(benzyloxy)methyl>cyclopentane

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Chemical Property of (+)-(1R,3R,4R)-1-<(2-Methoxyethoxy)methoxy>-3-(hydroxymethyl)-4-<(benzyloxy)methyl>cyclopentane

Chemical Property:

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Technology Process of (+)-(1R,3R,4R)-1-<(2-Methoxyethoxy)methoxy>-3-(hydroxymethyl)-4-<(benzyloxy)methyl>cyclopentane

There total 12 articles about (+)-(1R,3R,4R)-1-<(2-Methoxyethoxy)methoxy>-3-(hydroxymethyl)-4-<(benzyloxy)methyl>cyclopentane 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: 100.0%

: (-)-(1S,3R,4R)-1-<(2-Methoxyethoxy)methoxy>-3-(acetoxymethyl)-4-<(benzyloxy)methyl>cyclopentane

: 149706-71-8
(+)-(1R,3R,4R)-1-<(2-Methoxyethoxy)methoxy>-3-(hydroxymethyl)-4-<(benzyloxy)methyl>cyclopentane

Guidance literature:: With sodium methylate; In methanol; benzene; 1.) 0 deg C, 1 h, 2.) r.t., 5 h;
DOI:10.1021/jo00069a013

Reference yield:

: 100-52-7
benzaldehyde

: 149706-71-8
(+)-(1R,3R,4R)-1-<(2-Methoxyethoxy)methoxy>-3-(hydroxymethyl)-4-<(benzyloxy)methyl>cyclopentane

Guidance literature:: Multi-step reaction with 12 steps

1: 98 percent / pyridinium p-toluenesulfonate / benzene / 2 h / Heating

2: 99 percent / DIBAL / toluene / 2 h / 0 °C

3: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

4: OsO₄, Me₃N(O) / CCl₄; CH₂Cl₂ / 6 h / Ambient temperature

5: aq. NaIO₄ / tetrahydrofuran / 2 h

6: 30percent aq. H₂O₂, NaH₂PO₄, NaClO₂ / acetonitrile / 12 h / Ambient temperature

7: 91 percent / AcONa, Ac₂O / 1 h / Heating

8: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) r.t., 1.5 h

9: 75 percent / Me₄NHB(OAc)3, AcOH / acetone; acetonitrile / 72 h / Ambient temperature

10: 78 percent / Et₃N, DMAP / tetrahydrofuran / 3 h / Ambient temperature

11: 100 percent / i-Pr₂NEt / CH₂Cl₂ / 24 h / Ambient temperature

12: 100 percent / CH₃ONa / benzene; methanol / 1.) 0 deg C, 1 h, 2.) r.t., 5 h

With 1H-imidazole; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; trimethylamine-N-oxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium methylate; sodium acetate; pyridinium p-toluenesulfonate; acetic anhydride; diisobutylaluminium hydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;
DOI:10.1021/jo00069a013

Reference yield:

: 149818-36-0
(-)-(1R,2R)-1-(Hydroxymethyl)-2-<(benzyloxy)methyl>cyclohex-4-ene

: 149706-71-8
(+)-(1R,3R,4R)-1-<(2-Methoxyethoxy)methoxy>-3-(hydroxymethyl)-4-<(benzyloxy)methyl>cyclopentane

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

2: OsO₄, Me₃N(O) / CCl₄; CH₂Cl₂ / 6 h / Ambient temperature

3: aq. NaIO₄ / tetrahydrofuran / 2 h

4: 30percent aq. H₂O₂, NaH₂PO₄, NaClO₂ / acetonitrile / 12 h / Ambient temperature

5: 91 percent / AcONa, Ac₂O / 1 h / Heating

6: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.) 0 deg C, 0.5 h, 2.) r.t., 1.5 h

7: 75 percent / Me₄NHB(OAc)3, AcOH / acetone; acetonitrile / 72 h / Ambient temperature

8: 78 percent / Et₃N, DMAP / tetrahydrofuran / 3 h / Ambient temperature

9: 100 percent / i-Pr₂NEt / CH₂Cl₂ / 24 h / Ambient temperature

10: 100 percent / CH₃ONa / benzene; methanol / 1.) 0 deg C, 1 h, 2.) r.t., 5 h

With 1H-imidazole; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; trimethylamine-N-oxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium methylate; sodium acetate; acetic anhydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; benzene;
DOI:10.1021/jo00069a013