(2R,4S)-1-[(4-methoxyphenyl)methoxy]-6-[4-(phenylmethoxy)phenyl]hexane-2,4-diol

Base Information

Chemical Name:(2R,4S)-1-[(4-methoxyphenyl)methoxy]-6-[4-(phenylmethoxy)phenyl]hexane-2,4-diol
CAS No.:1428899-23-3
Molecular Formula:C₂₇H₃₂O₅
Molecular Weight:436.548
Hs Code.:

Synonyms:(2R,4S)-1-[(4-methoxyphenyl)methoxy]-6-[4-(phenylmethoxy)phenyl]hexane-2,4-diol

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Chemical Property of (2R,4S)-1-[(4-methoxyphenyl)methoxy]-6-[4-(phenylmethoxy)phenyl]hexane-2,4-diol

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Technology Process of (2R,4S)-1-[(4-methoxyphenyl)methoxy]-6-[4-(phenylmethoxy)phenyl]hexane-2,4-diol

There total 9 articles about (2R,4S)-1-[(4-methoxyphenyl)methoxy]-6-[4-(phenylmethoxy)phenyl]hexane-2,4-diol 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: 74.0%

: 1428899-22-2
(1S)-1-{(2S,3S)-3-{[(4-methoxyphenyl)methoxy]methyl}oxiran-2-yl}-3-[4-(phenylmethoxy)phenyl]-propan-1-ol

: 1428899-23-3
(2R,4S)-1-[(4-methoxyphenyl)methoxy]-6-[4-(phenylmethoxy)phenyl]hexane-2,4-diol

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/hlca.201200165

Reference yield:

: 68486-77-1
3-(4-(benzyloxy)phenyl)propanal

: 1428899-23-3
(2R,4S)-1-[(4-methoxyphenyl)methoxy]-6-[4-(phenylmethoxy)phenyl]hexane-2,4-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / Reflux

3.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve

3.2: 5 h / -20 °C

4.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 2 h / 0 - 20 °C / Inert atmosphere

With titanium(IV) isopropylate; lithium aluminium tetrahydride; n-butyllithium; L-(+)-diisopropyl tartrate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; dichloromethane; toluene; 3.1: |Sharpless Asymmetric Epoxidation / 3.2: |Sharpless Asymmetric Epoxidation;
DOI:10.1002/hlca.201200165

Reference yield:

: 1428899-16-4
6-[(4-methoxyphenyl)methoxy]-1-[4-(phenylmethoxy)phenyl]hex-4-yn-3-ol

: 1428899-23-3
(2R,4S)-1-[(4-methoxyphenyl)methoxy]-6-[4-(phenylmethoxy)phenyl]hexane-2,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / Reflux

2.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve

2.2: 5 h / -20 °C

3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 2 h / 0 - 20 °C / Inert atmosphere

With titanium(IV) isopropylate; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; toluene; 2.1: |Sharpless Asymmetric Epoxidation / 2.2: |Sharpless Asymmetric Epoxidation;
DOI:10.1002/hlca.201200165