(2R,3S,4R)-N-benzyl-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

Base Information

Chemical Name:(2R,3S,4R)-N-benzyl-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine
CAS No.:163661-11-8
Molecular Formula:C₁₉H₂₃NO₃
Molecular Weight:313.397
Hs Code.:

Synonyms:(2R,3S,4R)-N-benzyl-3,4-dihydroxy-2-(4-methoxybenzyl)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,4R)-N-benzyl-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

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Technology Process of (2R,3S,4R)-N-benzyl-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

There total 11 articles about (2R,3S,4R)-N-benzyl-3,4-dihydroxy-2-(4-methoxybenzyl)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: 80.0%

: 163592-86-7
(2R,3S,4R)-N-benzyl-3,4-O-isopropylidene-2-(4-methoxybenzyl)pyrrolidine

: 163661-11-8
(2R,3S,4R)-N-benzyl-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

Guidance literature:: With hydrogenchloride; In tetrahydrofuran;

Reference yield:

: 922-65-6
divinylcarbinol

: 163661-11-8
(2R,3S,4R)-N-benzyl-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) 4A molecular sieves, L-(+)-DIPT, TBHP, Ti(O-i-Pr)4, 2.) P(OEt)3, 3.) Ti(O-i-Pr)4

2: aq. NaHCO₃ / acetone / 3 h / Ambient temperature

3: 91.1 percent / PTS, NaHCO₃ / CH₂Cl₂

4: 74.9 percent / water, K₃Fe(CN)6, K₂CO₃, OsO₄ / 2-methyl-propan-2-ol / Ambient temperature

5: Et₃N / CH₂Cl₂ / 0 °C

6: K₂CO₃ / methanol / 0.33 h

7: 85.2 percent / CuI / tetrahydrofuran / -10 °C

8: DIBAL / toluene / 3 h / -78 °C

9: PPh₃, DEAD / CH₂Cl₂ / Ambient temperature

10: 80 percent / 2N aq. HCl / tetrahydrofuran

With titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; copper(l) iodide; osmium(VIII) oxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; water; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; triethyl phosphite; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; tert-butyl alcohol;

Reference yield:

: 123533-17-5
(2R,3S)-1-(benzylamino)pent-4-ene-2,3-diol

: 163661-11-8
(2R,3S,4R)-N-benzyl-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

Guidance literature:: Multi-step reaction with 9 steps

1: aq. NaHCO₃ / acetone / 3 h / Ambient temperature

2: 91.1 percent / PTS, NaHCO₃ / CH₂Cl₂

3: 74.9 percent / water, K₃Fe(CN)6, K₂CO₃, OsO₄ / 2-methyl-propan-2-ol / Ambient temperature

4: Et₃N / CH₂Cl₂ / 0 °C

5: K₂CO₃ / methanol / 0.33 h

6: 85.2 percent / CuI / tetrahydrofuran / -10 °C

7: DIBAL / toluene / 3 h / -78 °C

8: PPh₃, DEAD / CH₂Cl₂ / Ambient temperature

9: 80 percent / 2N aq. HCl / tetrahydrofuran

With hydrogenchloride; copper(l) iodide; osmium(VIII) oxide; water; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; tert-butyl alcohol;