(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester

Base Information

• Chemical Name: (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester
• CAS No.: 136409-47-7
• Molecular Formula: C₃₂H₃₁NO₆S
• Molecular Weight: 557.667
• Mol file: 136409-47-7.mol

Synonyms:(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester

Chemical Property of (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester

There total 1 articles about (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester 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:

1-hydroxy-2(1H)-pyridinethione (1121-30-8) + 1-(2,3,5-Tri-O-benzyl)-D-ribofuranosylcarboxylic acid (42890-06-2,136520-25-7,138809-95-7) → (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester (136409-47-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)92711-4

Reference yield: 66.0%

PVS (5535-48-8) + (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester (136409-47-7) → 2-[1-Benzenesulfonyl-2-((3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-ethylsulfanyl]-pyridine (136409-57-9,136520-26-8)

Guidance literature:

With C₁₀H₁₆SO₄; In tetrahydrofuran; for 2h; Irradiation;

DOI:10.1016/S0040-4039(00)92711-4

Reference yield:

4-pyridinecarboxylic acid, methyl ester (2459-09-8) + (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester (136409-47-7) → methyl 2-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)isonicotinate (136409-54-6) + methyl 2-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)isonicotinate (136409-55-7)

Guidance literature:

With C₁₀H₁₆SO₄; In tetrahydrofuran; for 2h; Yield given. Yields of byproduct given; Irradiation;

DOI:10.1016/S0040-4039(00)92711-4

upstream raw materials:

1-hydroxy-2(1H)-pyridinethione

1-(2,3,5-Tri-O-benzyl)-D-ribofuranosylcarboxylic acid

Downstream raw materials:

methyl 2-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)isonicotinate

methyl 2-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)isonicotinate

2-[1-Benzenesulfonyl-2-((3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-ethylsulfanyl]-pyridine