N⁴-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine 2'-(4-nitrophenyl heptanedioate)

Base Information

• Chemical Name: N⁴-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine 2'-(4-nitrophenyl heptanedioate)
• CAS No.: 457880-68-1
• Molecular Formula: C₄₆H₄₈N₄O₁₂
• Molecular Weight: 848.907

Synonyms:N⁴-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine 2'-(4-nitrophenyl heptanedioate)

Chemical Property of N⁴-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine 2'-(4-nitrophenyl heptanedioate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁴-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine 2'-(4-nitrophenyl heptanedioate)

There total 13 articles about N⁴-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine 2'-(4-nitrophenyl heptanedioate) 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: 68.0%

bis(4-nitrophenyl) heptane-1,7-dioate (49761-23-1) + N4-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine (457880-57-8) → N4-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine 2'-(4-nitrophenyl heptanedioate) (457880-68-1)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In pyridine; at 25 ℃; for 14h;

DOI:10.1002/1522-2675(200205)85:5<1443::AID-HLCA1443>3.0.CO;2-U

Reference yield:

benzyl O2,O4-phenylboranediyl-α-D-xylopyranoside (6894-01-5) → N4-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine 2'-(4-nitrophenyl heptanedioate) (457880-68-1)

Guidance literature:

Multi-step reaction with 12 steps

1.1: Et₃N / 1 h / 25 °C

2.1: NaOMe / methanol / 1 h / 25 °C

2.2: 8.5 g / LiAlH₄ / tetrahydrofuran / 30 h / 24 °C

3.1: 9.5 g / iPr₂NEt; AgNO₃ / CH₂Cl₂ / -78 - 25 °C

4.1: H₂ / Pd(OH)2/C / ethanol / 48 h / 25 °C / 4500.36 Torr

5.1: 16.0 g / pyridine / 25 °C

6.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.75 h / 60 °C

6.2: Me₃SiOTf / acetonitrile / 0.25 h / 40 °C

7.1: HCl; H₂O / acetonitrile / 0.17 h / 25 °C

8.1: 10.4 g / sym-collidine; AgNO₃ / CH₂Cl₂ / 0.33 h / 25 °C

9.1: Et₃N; 1H-1,2,4-triazole; 4-chlorophenyl phosphorodichloridate / pyridine / 48 h / 25 °C

9.2: 78 percent / NH₃; water / dioxane / 1 h / 25 °C

10.1: NaOH; water / tetrahydrofuran; methanol / 0.17 h / 4 °C

11.1: 1.88 g / dimethylformamide / 25 °C

12.1: 68 percent / iPr₂NEt; DMAP / pyridine / 14 h / 25 °C

With pyridine; 1,2,4-Triazole; 2,4,6-trimethyl-pyridine; hydrogenchloride; dmap; sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; water; hydrogen; sodium methylate; silver nitrate; triethylamine; N-ethyl-N,N-diisopropylamine; 4-chlorophenylphosphorodichloridate; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/1522-2675(200205)85:5<1443::AID-HLCA1443>3.0.CO;2-U

Reference yield:

benzyl 3-deoxy-α-D-xylopyranoside (112482-91-4) → N4-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine 2'-(4-nitrophenyl heptanedioate) (457880-68-1)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 9.5 g / iPr₂NEt; AgNO₃ / CH₂Cl₂ / -78 - 25 °C

2.1: H₂ / Pd(OH)2/C / ethanol / 48 h / 25 °C / 4500.36 Torr

3.1: 16.0 g / pyridine / 25 °C

4.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.75 h / 60 °C

4.2: Me₃SiOTf / acetonitrile / 0.25 h / 40 °C

5.1: HCl; H₂O / acetonitrile / 0.17 h / 25 °C

6.1: 10.4 g / sym-collidine; AgNO₃ / CH₂Cl₂ / 0.33 h / 25 °C

7.1: Et₃N; 1H-1,2,4-triazole; 4-chlorophenyl phosphorodichloridate / pyridine / 48 h / 25 °C

7.2: 78 percent / NH₃; water / dioxane / 1 h / 25 °C

8.1: NaOH; water / tetrahydrofuran; methanol / 0.17 h / 4 °C

9.1: 1.88 g / dimethylformamide / 25 °C

10.1: 68 percent / iPr₂NEt; DMAP / pyridine / 14 h / 25 °C

With pyridine; 1,2,4-Triazole; 2,4,6-trimethyl-pyridine; hydrogenchloride; dmap; sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; water; hydrogen; silver nitrate; triethylamine; N-ethyl-N,N-diisopropylamine; 4-chlorophenylphosphorodichloridate; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/1522-2675(200205)85:5<1443::AID-HLCA1443>3.0.CO;2-U

upstream raw materials:

bis(4-nitrophenyl) heptane-1,7-dioate

N⁴-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine

benzyl O²,O⁴-phenylboranediyl-α-D-xylopyranoside

4,4'-dimethoxytrityl chloride

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 457880-68-1 N⁴-acetyl 1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]-5-methylcytosine 2'-(4-nitrophenyl heptanedioate)

Send

Send

Metric Ton KG G Pound L ML

Send

Send