{(2R,3S)-3-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propoxymethyl]-oxiranyl}-methanol

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Chemical Name:{(2R,3S)-3-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propoxymethyl]-oxiranyl}-methanol
CAS No.:183794-28-7
Molecular Formula:C₂₀H₂₅NO₄
Molecular Weight:343.423
Hs Code.:

Synonyms:{(2R,3S)-3-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propoxymethyl]-oxiranyl}-methanol

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Chemical Property of {(2R,3S)-3-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propoxymethyl]-oxiranyl}-methanol

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Technology Process of {(2R,3S)-3-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propoxymethyl]-oxiranyl}-methanol

There total 3 articles about {(2R,3S)-3-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propoxymethyl]-oxiranyl}-methanol 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%

: 183794-27-6
[(S)-2-(4-Benzyloxy-phenyl)-1-((2S,3R)-3-hydroxymethyl-oxiranylmethoxymethyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

: 183794-28-7
{(2R,3S)-3-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propoxymethyl]-oxiranyl}-methanol

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 1.5h;
DOI:10.1021/jo961114p

Reference yield:

: 183794-26-5
[(S)-2-(4-Benzyloxy-phenyl)-1-((Z)-4-hydroxy-but-2-enyloxymethyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

: 183794-28-7
{(2R,3S)-3-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propoxymethyl]-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / D-(-)-diisopropyl tartrate, titanium(IV) isopropoxide, t-BuOOH / CH₂Cl₂ / 37 h / -15 °C

2: 100 percent / DBU / CH₂Cl₂ / 1.5 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1021/jo961114p

Reference yield:

: 183794-25-4
{(S)-2-(4-Benzyloxy-phenyl)-1-[(Z)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxymethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

: 183794-28-7
{(2R,3S)-3-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propoxymethyl]-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / aq. HF / acetonitrile / 0.33 h

2: 100 percent / D-(-)-diisopropyl tartrate, titanium(IV) isopropoxide, t-BuOOH / CH₂Cl₂ / 37 h / -15 °C

3: 100 percent / DBU / CH₂Cl₂ / 1.5 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; hydrogen fluoride; D-(-)-diisopropyl tartrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;
DOI:10.1021/jo961114p