(S)-1-(3-Benzyloxy-5-methoxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-ethylamine

Base Information

Chemical Name:(S)-1-(3-Benzyloxy-5-methoxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-ethylamine
CAS No.:296252-59-0
Molecular Formula:C₂₀H₂₇NO₅
Molecular Weight:361.438
Hs Code.:

Synonyms:(S)-1-(3-Benzyloxy-5-methoxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-ethylamine

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Chemical Property of (S)-1-(3-Benzyloxy-5-methoxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-ethylamine

Chemical Property:

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Technology Process of (S)-1-(3-Benzyloxy-5-methoxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-ethylamine

There total 6 articles about (S)-1-(3-Benzyloxy-5-methoxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-ethylamine 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:

: 331731-33-0
(1S)-N-benzyloxycarbonyl-1-(5-benzyloxy-3-methoxyphenyl)-2-(methoxyethoxymethoxy)ethylamine

: 296252-59-0
(S)-1-(3-Benzyloxy-5-methoxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-ethylamine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 3h;
DOI:10.1021/ja003835i

Reference yield:

: 57179-35-8
3-hydroxy-5-methoxybenzaldehyde

: 296252-59-0
(S)-1-(3-Benzyloxy-5-methoxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-ethylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / K₂CO₃ / dimethylformamide / 3 h / 60 °C

2: 87 percent / tetrahydrofuran / 2 h / -78 - 25 °C

3: 78 percent / t-butyl hypochlorite; (DHQD)2PHAL; NaOH / K₂OsO₂(OH)4 / H₂O; propan-1-ol / 1 h / 25 °C

4: 95 percent / i-Pr₂NEt / CH₂Cl₂ / 20 h / 25 °C

5: H₂ / Pd/C / methanol / 3 h

With sodium hydroxide; tert-butylhypochlorite; hydrogen; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; water; N,N-dimethyl-formamide; 3: Sharpless asymmetric aminohydroxylation;
DOI:10.1021/ja003835i

Reference yield:

: 50637-29-1
3-(benzyloxy)-5-methoxybenzaldehyde

: 296252-59-0
(S)-1-(3-Benzyloxy-5-methoxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-ethylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / tetrahydrofuran / 2 h / -78 - 25 °C

2: 78 percent / t-butyl hypochlorite; (DHQD)2PHAL; NaOH / K₂OsO₂(OH)4 / H₂O; propan-1-ol / 1 h / 25 °C

3: 95 percent / i-Pr₂NEt / CH₂Cl₂ / 20 h / 25 °C

4: H₂ / Pd/C / methanol / 3 h

With sodium hydroxide; tert-butylhypochlorite; hydrogen; 1,4-bis(9-O-dihydroquinidine)phthalazine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; water; 2: Sharpless asymmetric aminohydroxylation;
DOI:10.1021/ja003835i