(2R,3S,4S,5S)-3,4-Bis-methoxymethoxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine

Base Information

Chemical Name:(2R,3S,4S,5S)-3,4-Bis-methoxymethoxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine
CAS No.:99891-38-0
Molecular Formula:C₁₆H₂₅NO₅
Molecular Weight:311.378
Hs Code.:

Synonyms:(2R,3S,4S,5S)-3,4-Bis-methoxymethoxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4S,5S)-3,4-Bis-methoxymethoxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine

Chemical Property:

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Technology Process of (2R,3S,4S,5S)-3,4-Bis-methoxymethoxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine

There total 17 articles about (2R,3S,4S,5S)-3,4-Bis-methoxymethoxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine 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: 75.0%

: 99878-69-0
(1R,2S,3R,4R)-1-<<(benzyloxy)carbonyl>amino>-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-4-<(methylsulfonyl)oxy>pentane

: 99891-38-0
(2R,3S,4S,5S)-3,4-Bis-methoxymethoxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol;
DOI:10.1016/S0040-4039(00)98165-6

Reference yield:

: 108082-55-9
(1S,2S,3R,4S)-1-<<(benzyloxy)carbonyl>amino>-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-4-<(methylsulfonyl)oxy>pentane

: 99891-38-0,108082-48-0,108082-53-7
(2S,3S,4S,5R)-3,4-Bis-methoxymethoxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 1h; under 760 Torr;
DOI:10.1021/jo00386a012

Reference yield:

: 99878-64-5
(1R,2S,3S)-4-(benzyloxy)-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-1-butanol

: 99891-38-0,108082-48-0,108082-53-7
(2S,3S,4S,5R)-3,4-Bis-methoxymethoxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine

Guidance literature:: Multi-step reaction with 8 steps

1: 32 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 12 h / Ambient temperature

2: 71 percent / H₂ / 10percent Pd on C / methanol / 1 h / 760 Torr

3: 1.) oxalyl chloride, Me₂SO / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) RT, 1 h

4: 1.) Mg / 1.) Et₂O, 2.) Et₂O, -78 deg C, 2 h

5: hydrazine hydrate / ethanol / 2.5 h / Heating

6: Na₂CO₃ / CH₂Cl₂; H₂O / 2 h / Ambient temperature

7: triethylamine / CH₂Cl₂ / 0.17 h / 0 - 20 °C

8: H₂ / 10percent Pd on C / methanol / 1 h / 760 Torr

With oxalyl dichloride; hydrogen; sodium carbonate; hydrazine hydrate; magnesium; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo00386a012