1-[3'-deoxy-4'-O-(4,4-dimethoxytrityl)-β-D-ribopyranosyl]thymine 2'-(2-cyanoethyl diisopropylphosphoramidite)

Base Information

Chemical Name:1-[3'-deoxy-4'-O-(4,4-dimethoxytrityl)-β-D-ribopyranosyl]thymine 2'-(2-cyanoethyl diisopropylphosphoramidite)
CAS No.:256648-34-7
Molecular Formula:C₄₀H₄₉N₄O₈P
Molecular Weight:744.825
Hs Code.:

Synonyms:1-[3'-deoxy-4'-O-(4,4-dimethoxytrityl)-β-D-ribopyranosyl]thymine 2'-(2-cyanoethyl diisopropylphosphoramidite)

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Chemical Property of 1-[3'-deoxy-4'-O-(4,4-dimethoxytrityl)-β-D-ribopyranosyl]thymine 2'-(2-cyanoethyl diisopropylphosphoramidite)

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Technology Process of 1-[3'-deoxy-4'-O-(4,4-dimethoxytrityl)-β-D-ribopyranosyl]thymine 2'-(2-cyanoethyl diisopropylphosphoramidite)

There total 12 articles about 1-[3'-deoxy-4'-O-(4,4-dimethoxytrityl)-β-D-ribopyranosyl]thymine 2'-(2-cyanoethyl diisopropylphosphoramidite) 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: 92.0%

: 124482-92-4,89992-70-1
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 256648-29-0
1-[3'-deoxy-4'-O-(4,4'-dimethoxytrityl)-β-D-ribopyranosyl]thymine

: 256648-34-7
1-[3'-deoxy-4'-O-(4,4-dimethoxytrityl)-β-D-ribopyranosyl]thymine 2'-(2-cyanoethyl diisopropylphosphoramidite)

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 4h;
DOI:10.1002/1522-2675(200205)85:5<1443::AID-HLCA1443>3.0.CO;2-U

Reference yield:

: 6894-01-5
benzyl O²,O⁴-phenylboranediyl-α-D-xylopyranoside

: 256648-34-7
1-[3'-deoxy-4'-O-(4,4-dimethoxytrityl)-β-D-ribopyranosyl]thymine 2'-(2-cyanoethyl diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 10 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: 8.6 g / NaOH; water / tetrahydrofuran; methanol / 0.08 h / 4 °C

10.1: 92 percent / iPr₂NEt / CH₂Cl₂ / 4 h / 25 °C

With pyridine; 2,4,6-trimethyl-pyridine; hydrogenchloride; sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; water; hydrogen; sodium methylate; silver nitrate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1002/1522-2675(200205)85:5<1443::AID-HLCA1443>3.0.CO;2-U

Reference yield:

: 112482-91-4
benzyl 3-deoxy-α-D-xylopyranoside

: 256648-34-7
1-[3'-deoxy-4'-O-(4,4-dimethoxytrityl)-β-D-ribopyranosyl]thymine 2'-(2-cyanoethyl diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 8 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: 8.6 g / NaOH; water / tetrahydrofuran; methanol / 0.08 h / 4 °C

8.1: 92 percent / iPr₂NEt / CH₂Cl₂ / 4 h / 25 °C

With pyridine; 2,4,6-trimethyl-pyridine; hydrogenchloride; sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; water; hydrogen; silver nitrate; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1002/1522-2675(200205)85:5<1443::AID-HLCA1443>3.0.CO;2-U