(3R,4S,5R)-5,6-(isopropylidene)dioxy-4-[(4-methoxyphenyl)methoxy]-3-methyl-1-hexanol

Base Information

Chemical Name:(3R,4S,5R)-5,6-(isopropylidene)dioxy-4-[(4-methoxyphenyl)methoxy]-3-methyl-1-hexanol
CAS No.:377750-96-4
Molecular Formula:C₁₈H₂₈O₅
Molecular Weight:324.417
Hs Code.:

Synonyms:(3R,4S,5R)-5,6-(isopropylidene)dioxy-4-[(4-methoxyphenyl)methoxy]-3-methyl-1-hexanol

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Chemical Property of (3R,4S,5R)-5,6-(isopropylidene)dioxy-4-[(4-methoxyphenyl)methoxy]-3-methyl-1-hexanol

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Technology Process of (3R,4S,5R)-5,6-(isopropylidene)dioxy-4-[(4-methoxyphenyl)methoxy]-3-methyl-1-hexanol

There total 3 articles about (3R,4S,5R)-5,6-(isopropylidene)dioxy-4-[(4-methoxyphenyl)methoxy]-3-methyl-1-hexanol 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: 77.0%

: 377750-95-3
(3R,4S,5R)-5,6-(isopropylidene)dioxy-4-[(4-methoxyphenyl)methoxy]-3-methyl-1-hexene

: (3R,4S)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3-methyl-butan-2-ol

: 377750-96-4
(3R,4S,5R)-5,6-(isopropylidene)dioxy-4-[(4-methoxyphenyl)methoxy]-3-methyl-1-hexanol

Guidance literature:: (3R,4S,5R)-5,6-(isopropylidene)dioxy-4-[(4-methoxyphenyl)methoxy]-3-methyl-1-hexene; With dimethylsulfide borane complex; In tetrahydrofuran; for 2h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; ethanol; for 3.5h; Further stages.;
DOI:10.1021/ol016449u

Reference yield:

: 88406-01-3
2,3-O-isopropylidene-1-C-<(1R)-1-methylprop-2-enyl>-D-erythro-glycerol

: 377750-96-4
(3R,4S,5R)-5,6-(isopropylidene)dioxy-4-[(4-methoxyphenyl)methoxy]-3-methyl-1-hexanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 93 percent / dimethylformamide / 2 h / 0 °C

2.1: BH₃*SMe₂ / tetrahydrofuran / 2 h

2.2: 77 percent / aq. H₂O₂; NaOH / tetrahydrofuran; ethanol / 3.5 h

With dimethylsulfide borane complex; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol016449u

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 377750-96-4
(3R,4S,5R)-5,6-(isopropylidene)dioxy-4-[(4-methoxyphenyl)methoxy]-3-methyl-1-hexanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 93 percent / dimethylformamide / 2 h / 0 °C

2.1: BH₃*SMe₂ / tetrahydrofuran / 2 h

2.2: 77 percent / aq. H₂O₂; NaOH / tetrahydrofuran; ethanol / 3.5 h

With dimethylsulfide borane complex; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol016449u