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

Base Information

Chemical Name:(1S)-1-{(2S,3S)-3-{[(4-methoxyphenyl)methoxy]methyl}oxiran-2-yl}-3-[4-(phenylmethoxy)phenyl]-propan-1-ol
CAS No.:1428899-22-2
Molecular Formula:C₂₇H₃₀O₅
Molecular Weight:434.532
Hs Code.:

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

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Chemical Property of (1S)-1-{(2S,3S)-3-{[(4-methoxyphenyl)methoxy]methyl}oxiran-2-yl}-3-[4-(phenylmethoxy)phenyl]-propan-1-ol

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Technology Process of (1S)-1-{(2S,3S)-3-{[(4-methoxyphenyl)methoxy]methyl}oxiran-2-yl}-3-[4-(phenylmethoxy)phenyl]-propan-1-ol

There total 8 articles about (1S)-1-{(2S,3S)-3-{[(4-methoxyphenyl)methoxy]methyl}oxiran-2-yl}-3-[4-(phenylmethoxy)phenyl]-propan-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: 46.0%

: 1428899-15-3
6-[(4-methoxyphenyl)methoxy]-1-[4-(phenylmethoxy)phenyl]hex-4-en-3-ol

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

: 1428899-18-6
(3R)-6-[(4-methoxyphenyl)methoxy]-1-[4-(phenylmethoxy)phenyl]hex-4-en-3-ol

Guidance literature:: 6-[(4-methoxyphenyl)methoxy]-1-[4-(phenylmethoxy)phenyl]hex-4-en-3-ol; With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; In dichloromethane; at -20 ℃; for 0.5h; Molecular sieve;

With tert.-butylhydroperoxide; In dichloromethane; at -20 ℃; for 5h;
DOI:10.1002/hlca.201200165

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With titanium(IV) isopropylate; lithium aluminium tetrahydride; n-butyllithium; L-(+)-diisopropyl tartrate; In tetrahydrofuran; hexane; dichloromethane; 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

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

Guidance literature:: Multi-step reaction with 2 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

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