4-amino-7-[(2S,4S)-(2-benzyloxymethyl)-tetrahydrofuran-4-yl]pyrrolo[2,3-d]pyrimidine

Base Information

Chemical Name:4-amino-7-[(2S,4S)-(2-benzyloxymethyl)-tetrahydrofuran-4-yl]pyrrolo[2,3-d]pyrimidine
CAS No.:191600-60-9
Molecular Formula:C₁₈H₂₀N₄O₂
Molecular Weight:324.382
Hs Code.:

Synonyms:4-amino-7-[(2S,4S)-(2-benzyloxymethyl)-tetrahydrofuran-4-yl]pyrrolo[2,3-d]pyrimidine

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Chemical Property of 4-amino-7-[(2S,4S)-(2-benzyloxymethyl)-tetrahydrofuran-4-yl]pyrrolo[2,3-d]pyrimidine

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Technology Process of 4-amino-7-[(2S,4S)-(2-benzyloxymethyl)-tetrahydrofuran-4-yl]pyrrolo[2,3-d]pyrimidine

There total 9 articles about 4-amino-7-[(2S,4S)-(2-benzyloxymethyl)-tetrahydrofuran-4-yl]pyrrolo[2,3-d]pyrimidine 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: 60.0%

: 191600-59-6
7-[(2S,4S)-(2-benzyloxymethyl)-tetrahydrofuran-4-yl]-4-chloropyrrolo[2,3-d]pyrimidine

: 191600-60-9
4-amino-7-[(2S,4S)-(2-benzyloxymethyl)-tetrahydrofuran-4-yl]pyrrolo[2,3-d]pyrimidine

Guidance literature:: With ammonia; In methanol; at 100 ℃; for 72h;
DOI:10.1080/07328319708001366

Reference yield:

: 3396-71-2
3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

: 191600-60-9
4-amino-7-[(2S,4S)-(2-benzyloxymethyl)-tetrahydrofuran-4-yl]pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / NaH / dimethylformamide / 1.) 0 deg C, 1 h, 2.) room temperature, overnight

2: 1.) IR-120(H⁺), 2.) Et₃SiH, BF₃*Et₂O / 1.) CH₃OH, reflux, 16 h, 2.) CH₂Cl₂, room temperature, 40 h

3: 98 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

4: 93 percent / NaN₃ / dimethylsulfoxide / 5 h / 100 °C

5: 88 percent / H₂ / PtO₂ / ethanol / 24 h / 760 Torr / Ambient temperature

6: Et₃N / 2-ethoxy-ethanol / 5 h / Heating

7: aq. HCl / dioxane / 3 h / Ambient temperature

8: 60 percent / NH₃ / methanol / 72 h / 100 °C

With hydrogenchloride; triethylsilane; sodium azide; IR-120(H⁺); boron trifluoride diethyl etherate; ammonia; hydrogen; sodium hydride; triethylamine; platinum(IV) oxide; In 1,4-dioxane; methanol; 2-ethoxy-ethanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1080/07328319708001366

Reference yield:

: 100-39-0
benzyl bromide

: 191600-60-9
4-amino-7-[(2S,4S)-(2-benzyloxymethyl)-tetrahydrofuran-4-yl]pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / NaH / dimethylformamide / 1.) 0 deg C, 1 h, 2.) room temperature, overnight

2: 1.) IR-120(H⁺), 2.) Et₃SiH, BF₃*Et₂O / 1.) CH₃OH, reflux, 16 h, 2.) CH₂Cl₂, room temperature, 40 h

3: 98 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

4: 93 percent / NaN₃ / dimethylsulfoxide / 5 h / 100 °C

5: 88 percent / H₂ / PtO₂ / ethanol / 24 h / 760 Torr / Ambient temperature

6: Et₃N / 2-ethoxy-ethanol / 5 h / Heating

7: aq. HCl / dioxane / 3 h / Ambient temperature

8: 60 percent / NH₃ / methanol / 72 h / 100 °C

With hydrogenchloride; triethylsilane; sodium azide; IR-120(H⁺); boron trifluoride diethyl etherate; ammonia; hydrogen; sodium hydride; triethylamine; platinum(IV) oxide; In 1,4-dioxane; methanol; 2-ethoxy-ethanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1080/07328319708001366