2,2-Dimethyl-propionic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
• CAS No.: 208330-05-6
• Molecular Formula: C₃₁H₃₈N₄O₁₁
• Molecular Weight: 642.663

Synonyms:2,2-Dimethyl-propionic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

There total 5 articles about 2,2-Dimethyl-propionic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl 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: 78.0%

2'-Deoxy-3'-O-benzyluridine (81542-75-8) + 2,2-Dimethyl-propionic acid (2R,3S,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methylsulfanylmethoxy-tetrahydro-furan-2-ylmethyl ester (208330-03-4) → 2,2-Dimethyl-propionic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (208330-05-6)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In tetrahydrofuran; 1.) 0 deg C, 1 h, 2.) r.t., 5 min;

DOI:10.1002/(SICI)1521-3765(19980416)4:4<642::AID-CHEM642>3.0.CO;2-K

Reference yield:

benzyl bromide (100-39-0) → 2,2-Dimethyl-propionic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (208330-05-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / Bu₄NI, NaH / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) r.t., overnight

2: 74 percent / TFA / butan-1-ol / 1 h / Ambient temperature

3: 78 percent / molecular sieves 4 Angstroem, NIS, CF₃SO₃H / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) r.t., 5 min

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; butan-1-ol;

DOI:10.1002/(SICI)1521-3765(19980416)4:4<642::AID-CHEM642>3.0.CO;2-K

Reference yield:

O5'-trityl-2'-deoxy-uridine (14270-73-6) → 2,2-Dimethyl-propionic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (208330-05-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / Bu₄NI, NaH / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) r.t., overnight

2: 74 percent / TFA / butan-1-ol / 1 h / Ambient temperature

3: 78 percent / molecular sieves 4 Angstroem, NIS, CF₃SO₃H / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) r.t., 5 min

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; butan-1-ol;

DOI:10.1002/(SICI)1521-3765(19980416)4:4<642::AID-CHEM642>3.0.CO;2-K

upstream raw materials:

2'-Deoxy-3'-O-benzyluridine

2,2-Dimethyl-propionic acid (2R,3S,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methylsulfanylmethoxy-tetrahydro-furan-2-ylmethyl ester

benzyl bromide

O^5'-trityl-2'-deoxy-uridine

Downstream raw materials:

hexahydro-cyclobuta[1,2-d;4,3-d']dipyrimidine-2,4,5,7-tetraone

hexahydro-cyclobuta[1,2-d;4,3-d']dipyrimidine-2,4,5,7-tetraone

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 208330-05-6 2,2-Dimethyl-propionic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send