(2S,3S)-2,3-Bis-benzyloxymethyl-pyrrolidine

Base Information

• Chemical Name: (2S,3S)-2,3-Bis-benzyloxymethyl-pyrrolidine
• CAS No.: 209340-75-0
• Molecular Formula: C₂₀H₂₅NO₂
• Molecular Weight: 311.424
• Mol file: 209340-75-0.mol

Synonyms:(2S,3S)-2,3-Bis-benzyloxymethyl-pyrrolidine

Chemical Property of (2S,3S)-2,3-Bis-benzyloxymethyl-pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-2,3-Bis-benzyloxymethyl-pyrrolidine

There total 8 articles about (2S,3S)-2,3-Bis-benzyloxymethyl-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: 96.0%

Methanesulfonic acid (3S,4S)-4-azido-5-benzyloxy-3-benzyloxymethyl-pentyl ester → (2S,3S)-2,3-Bis-benzyloxymethyl-pyrrolidine (209340-75-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1h; Ambient temperature;

DOI:10.1016/S0960-894X(98)00193-0

Reference yield:

((1R,2R)-1,2-Bis-benzyloxymethyl-but-3-enyloxy)-tert-butyl-dimethyl-silane (140160-47-0) → (2S,3S)-2,3-Bis-benzyloxymethyl-pyrrolidine (209340-75-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) 9-BBN, 2.) 3N aq. NaOH, H₂O₂ / 1.) THF, RT, 18.5 h, 2.) RT, 6 h

2: 75 percent / pyridine / 22 h / Ambient temperature

3: 88 percent / nBu₄NF / tetrahydrofuran / 7 h / Ambient temperature

4: 96 percent / Et₃N / CH₂Cl₂ / 2.5 h / 0 °C

5: 91 percent / NaN₃ / dimethylformamide / 1.5 h / 110 °C

6: 96 percent / methanolic K₂CO₃ / 1.5 h / Ambient temperature

7: 91 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

8: 96 percent / H₂ / 10percent Pd/C / ethanol / 1 h / Ambient temperature

With pyridine; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; sodium azide; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00193-0

Reference yield:

Acetic acid (3R,4R)-5-benzyloxy-3-benzyloxymethyl-4-hydroxy-pentyl ester → (2S,3S)-2,3-Bis-benzyloxymethyl-pyrrolidine (209340-75-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / Et₃N / CH₂Cl₂ / 2.5 h / 0 °C

2: 91 percent / NaN₃ / dimethylformamide / 1.5 h / 110 °C

3: 96 percent / methanolic K₂CO₃ / 1.5 h / Ambient temperature

4: 91 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

5: 96 percent / H₂ / 10percent Pd/C / ethanol / 1 h / Ambient temperature

With sodium azide; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00193-0

upstream raw materials:

((1R,2R)-1,2-Bis-benzyloxymethyl-but-3-enyloxy)-tert-butyl-dimethyl-silane

Downstream raw materials:

9-((1R,2S,3S)-2,3-Bis-benzyloxymethyl-pyrrolidin-1-yl)-1,9-dihydro-purin-6-one

5-Amino-1-((1R,2S,3S)-2,3-bis-benzyloxymethyl-pyrrolidin-1-yl)-1H-imidazole-4-carboxylic acid amide

(2S,3S)-2,3-Bis-benzyloxymethyl-pyrrolidin-1-ylamine

(2S,3S)-2,3-Bis-benzyloxymethyl-1-nitroso-pyrrolidine