[(2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-sulfamic acid 2-hydroxy-phenyl ester

Base Information

• Chemical Name: [(2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-sulfamic acid 2-hydroxy-phenyl ester
• CAS No.: 193894-15-4
• Molecular Formula: C₃₇H₃₇N₃O₁₀S
• Molecular Weight: 715.781
• Mol file: 193894-15-4.mol

Synonyms:

Chemical Property of [(2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-sulfamic acid 2-hydroxy-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-sulfamic acid 2-hydroxy-phenyl ester

There total 3 articles about [(2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-sulfamic acid 2-hydroxy-phenyl 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: 44.0%

1,3,2-benzdioxathiole-2,2-dioxide (4074-55-9) + 3'-amino-5'-(4,4'-dimethoxytrityl)-3'-deoxythymidine (143526-94-7,139063-29-9) → [(2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-sulfamic acid 2-hydroxy-phenyl ester (193894-15-4)

Guidance literature:

With triethylamine;

DOI:10.1016/S0040-4039(97)01179-9

Reference yield: 44.0%

1,3,2-benzdioxathiole-2,2-dioxide (4074-55-9) + 5'-amino-3'-O-(tert-butyldimethylsilyl)-5’-deoxythymidine (130128-70-0) → [(2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-sulfamic acid 2-hydroxy-phenyl ester (193894-15-4)

Guidance literature:

With triethylamine;

DOI:10.1016/S0040-4020(97)10421-5

Reference yield:

3’-azido-5’-O-(4,4’-dimethoxytrityl)-3’-deoxythymidine (126441-74-5) → [(2S,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-sulfamic acid 2-hydroxy-phenyl ester (193894-15-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10 percent Pd-C

2: 44 percent / Et₃N

With hydrogen; triethylamine; palladium on activated charcoal;

DOI:10.1016/S0040-4039(97)01179-9

upstream raw materials:

1,3,2-benzdioxathiole-2,2-dioxide

3'-amino-5'-(4,4'-dimethoxytrityl)-3'-deoxythymidine

5'-amino-3'-O-(tert-butyldimethylsilyl)-5’-deoxythymidine

3’-azido-5’-O-(4,4’-dimethoxytrityl)-3’-deoxythymidine

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidinylsulfamido-(3'(N)->5'(N))-5'-deoxythymidine

5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidin-3'-ylsulfamido-[3'(N)->5'(N)]-3'-O-(tert-butyldimethylsilyl)-5'-deoxythymidine