(2S,3R,4S,5R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-5-(4-methoxy-phenoxymethyl)-pyrrolidin-3-ol

Base Information

• Chemical Name: (2S,3R,4S,5R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-5-(4-methoxy-phenoxymethyl)-pyrrolidin-3-ol
• CAS No.: 757244-59-0
• Molecular Formula: C₂₁H₂₇NO₆
• Molecular Weight: 389.448
• Mol file: 757244-59-0.mol

Synonyms:(2S,3R,4S,5R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-5-(4-methoxy-phenoxymethyl)-pyrrolidin-3-ol

Chemical Property of (2S,3R,4S,5R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-5-(4-methoxy-phenoxymethyl)-pyrrolidin-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4S,5R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-5-(4-methoxy-phenoxymethyl)-pyrrolidin-3-ol

There total 1 articles about (2S,3R,4S,5R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-5-(4-methoxy-phenoxymethyl)-pyrrolidin-3-ol 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:

[(1R,2S,3S)-3-Hydroxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-3-(R)-oxiranyl-propyl]-carbamic acid tert-butyl ester (757244-58-9) → (2S,3R,4S,5R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-5-(4-methoxy-phenoxymethyl)-pyrrolidin-3-ol (757244-59-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 32h;

DOI:10.1016/j.tetlet.2004.06.048

Reference yield: 82.0%

acetic anhydride (108-24-7) + (2S,3R,4S,5R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-5-(4-methoxy-phenoxymethyl)-pyrrolidin-3-ol (757244-59-0) → Acetic acid (2S,3R,4S,5R)-2-acetoxymethyl-1-acetyl-4-(4-methoxy-benzyloxy)-5-(4-methoxy-phenoxymethyl)-pyrrolidin-3-yl ester (757244-60-3)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.tetlet.2004.06.048

Reference yield:

(2S,3R,4S,5R)-2-Hydroxymethyl-4-(4-methoxy-benzyloxy)-5-(4-methoxy-phenoxymethyl)-pyrrolidin-3-ol (757244-59-0) → Acetic acid (2S,3R,4S,5R)-2-acetoxymethyl-1-acetyl-5-hydroxymethyl-4-(4-methoxy-benzyloxy)-pyrrolidin-3-yl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / Et₃N / CH₂Cl₂

2: CAN / acetonitrile; H₂O / 0.17 h / 4 °C

With ammonium cerium(IV) nitrate; triethylamine; In dichloromethane; water; acetonitrile;

DOI:10.1016/j.tetlet.2004.06.048

upstream raw materials:

[(1R,2S,3S)-3-Hydroxy-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-3-(R)-oxiranyl-propyl]-carbamic acid tert-butyl ester

Downstream raw materials:

Acetic acid (2S,3R,4S,5R)-2-acetoxymethyl-1-acetyl-4-(4-methoxy-benzyloxy)-5-(4-methoxy-phenoxymethyl)-pyrrolidin-3-yl ester