2,6-Bis-chloromethyl-3-[(2R,4S,5R)-4-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-pyridine

Base Information

• Chemical Name: 2,6-Bis-chloromethyl-3-[(2R,4S,5R)-4-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-pyridine
• CAS No.: 479074-82-3
• Molecular Formula: C₂₈H₃₁Cl₂NO₅
• Molecular Weight: 532.464
• Mol file: 479074-82-3.mol

Synonyms:2,6-Bis-chloromethyl-3-[(2R,4S,5R)-4-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-pyridine

Chemical Property of 2,6-Bis-chloromethyl-3-[(2R,4S,5R)-4-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-Bis-chloromethyl-3-[(2R,4S,5R)-4-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-pyridine

There total 1 articles about 2,6-Bis-chloromethyl-3-[(2R,4S,5R)-4-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-pyridine 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: 86.0%

{6-hydroxymethyl-3-[4S-(4-methoxy-benzyloxy)-5R-(4-methoxy-benzyloxy-methyl)-tetrahydro-furan-2R-yl]-pyridin-2-yl}-methanol (316808-04-5) → 2,6-Bis-chloromethyl-3-[(2R,4S,5R)-4-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-pyridine (479074-82-3)

Guidance literature:

With thionyl chloride; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1021/ja0279951

Reference yield: 97.0%

2,6-Bis-chloromethyl-3-[(2R,4S,5R)-4-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-pyridine (479074-82-3) + sodium thiomethoxide (5188-07-8) → 3-[(2R,4S,5R)-4-(4-Methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-2,6-bis-methylsulfanylmethyl-pyridine (479074-83-4)

Guidance literature:

In ethanol; dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ja0279951

Reference yield:

2,6-Bis-chloromethyl-3-[(2R,4S,5R)-4-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-pyridine (479074-82-3) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,6-bis-methylsulfanylmethyl-pyridin-3-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / ethanol; CH₂Cl₂ / 4 h / 20 °C

2: 83 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

3: 67 percent / NEt₃; pyridine / 2 h / 20 °C

4: 76 percent / (iPr)2NEt / CH₂Cl₂ / 3.5 h / 20 °C

With pyridine; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1021/ja0279951

upstream raw materials:

{6-hydroxymethyl-3-[4S-(4-methoxy-benzyloxy)-5R-(4-methoxy-benzyloxy-methyl)-tetrahydro-furan-2R-yl]-pyridin-2-yl}-methanol

Downstream raw materials:

3-[(2R,4S,5R)-4-(4-Methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-2,6-bis-methylsulfanylmethyl-pyridine

(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,6-bis-methylsulfanylmethyl-pyridin-3-yl)-tetrahydro-furan-3-ol