Diethyl-thiocarbamic acid O-[(2R,3S,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Base Information

• Chemical Name: Diethyl-thiocarbamic acid O-[(2R,3S,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester
• CAS No.: 175230-23-6
• Molecular Formula: C₂₂H₂₉N₃O₅S
• Molecular Weight: 447.555
• Mol file: 175230-23-6.mol

Synonyms:

Chemical Property of Diethyl-thiocarbamic acid O-[(2R,3S,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Diethyl-thiocarbamic acid O-[(2R,3S,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

There total 1 articles about Diethyl-thiocarbamic acid O-[(2R,3S,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-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:

2-deoxy-1-O-acetyl-3-O-diethylthiocarbamoyl-5-O-benzyl-D-ribofuranoside (182266-26-8) + 2,4-bis(trimethylsiloxy)-5-methylpyrimidine (7288-28-0) → Diethyl-thiocarbamic acid O-[(2R,3S,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester (175230-23-6) + Diethyl-thiocarbamic acid O-[(2R,3S,5S)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Guidance literature:

With tetrachlorosilane; silver trifluoromethanesulfonate; In benzene; at 0 ℃; for 43h; Product distribution; Mechanism; var. reagents, var. time and solvents;

DOI:10.1246/cl.1996.99

Reference yield:

Diethyl-thiocarbamic acid O-[(2R,3S,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester (175230-23-6) → Diethyl-carbamic acid (2R,3S,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1246/cl.1996.99

Reference yield:

Diethyl-thiocarbamic acid O-[(2R,3S,5R)-2-benzyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester (175230-23-6) → 5'-O-benzylthymidine (124314-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: m-CPBA / CH₂Cl₂

2: aq. NH₃ / methanol

With ammonium hydroxide; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;

DOI:10.1246/cl.1996.99

upstream raw materials:

2-deoxy-1-O-acetyl-3-O-diethylthiocarbamoyl-5-O-benzyl-D-ribofuranoside

2,4-bis(trimethylsiloxy)-5-methylpyrimidine

Downstream raw materials:

5'-O-benzylthymidine