(2R,3S,4R)-3,4-dihydroxy-2-(p-methoxybenzyl)pyrrolidine hydrochloride

Base Information

• Chemical Name: (2R,3S,4R)-3,4-dihydroxy-2-(p-methoxybenzyl)pyrrolidine hydrochloride
• CAS No.: 99394-31-7
• Molecular Formula: C₁₂H₁₇NO₃*ClH
• Molecular Weight: 259.733
• Mol file: 99394-31-7.mol

Synonyms:(2R,3S,4R)-3,4-dihydroxy-2-(p-methoxybenzyl)pyrrolidine hydrochloride

Chemical Property of (2R,3S,4R)-3,4-dihydroxy-2-(p-methoxybenzyl)pyrrolidine hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4R)-3,4-dihydroxy-2-(p-methoxybenzyl)pyrrolidine hydrochloride

There total 5 articles about (2R,3S,4R)-3,4-dihydroxy-2-(p-methoxybenzyl)pyrrolidine hydrochloride 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:

5-deoxy-2,3-O-isopropylidene-4-O-methylsulphonyl-5-(p-methoxyphenyl)-L-ribononitrile (87796-40-5) → (2R,3S,4R)-3,4-dihydroxy-2-(p-methoxybenzyl)pyrrolidine hydrochloride (99394-31-7)

Guidance literature:

With hydrogenchloride; In methanol; water; for 3h; Heating;

DOI:10.1039/P19850001463

Reference yield:

5-deoxy-2,3-O-isopropylidene-5-(p-methoxyphenyl)-β-L-ribofuranose (87796-29-0) → (2R,3S,4R)-3,4-dihydroxy-2-(p-methoxybenzyl)pyrrolidine hydrochloride (99394-31-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / hydroxylamine hydrochloride / pyridine / 3 h

2: pyridine / 1 h / 60 °C

3: HCl / methanol; H₂O / 3 h / Heating

With pyridine; hydrogenchloride; hydroxylamine hydrochloride; In pyridine; methanol; water;

DOI:10.1039/P19850001463

Reference yield:

1-deoxy-3,4-O-isopropylidene-1-(p-methoxyphenyl)-D-allitol (87796-27-8) → (2R,3S,4R)-3,4-dihydroxy-2-(p-methoxybenzyl)pyrrolidine hydrochloride (99394-31-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / NaIO₄ / ethanol; H₂O / 0.5 h

2: 99 percent / hydroxylamine hydrochloride / pyridine / 3 h

3: pyridine / 1 h / 60 °C

4: HCl / methanol; H₂O / 3 h / Heating

With pyridine; hydrogenchloride; sodium periodate; hydroxylamine hydrochloride; In pyridine; methanol; ethanol; water;

DOI:10.1039/P19850001463

upstream raw materials:

5-deoxy-2,3-O-isopropylidene-4-O-methylsulphonyl-5-(p-methoxyphenyl)-L-ribononitrile

5-deoxy-2,3-O-isopropylidene-5-(p-methoxyphenyl)-β-L-ribofuranose

1-deoxy-3,4-O-isopropylidene-1-(p-methoxyphenyl)-D-allitol

(E,Z)-5-deoxy-2,3-O-isopropylidene-5-(p-methoxyphenyl)-L-ribose oxime

Downstream raw materials:

(2R,3S,4S)-3-acetoxy-4-allyloxy-1-benzyl-2-(p-methoxybenzyl)pyrrolidine

(2R,3S,4S)-3-acetoxy-1-benzyl-4-hydroxy-2-(4-methoxybenzyl)-pyrrolidine

(2R,3S,4S)-4-allyloxy-3-hydroxy-2-(p-methoxybenzyl)-pyrrolidine

(-)-anisomycin