1-(5'-deoxy-N⁶,N⁶-dibenzoyl-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonyl-isothiourea

Base Information

• Chemical Name: 1-(5'-deoxy-N⁶,N⁶-dibenzoyl-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonyl-isothiourea
• CAS No.: 162757-18-8
• Molecular Formula: C₃₅H₃₃N₇O₇S₂
• Molecular Weight: 727.822

Synonyms:1-(5'-deoxy-N⁶,N⁶-dibenzoyl-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonyl-isothiourea

Chemical Property of 1-(5'-deoxy-N⁶,N⁶-dibenzoyl-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonyl-isothiourea

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Technology Process of 1-(5'-deoxy-N⁶,N⁶-dibenzoyl-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonyl-isothiourea

There total 9 articles about 1-(5'-deoxy-N⁶,N⁶-dibenzoyl-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonyl-isothiourea 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: 97.0%

benzoyl chloride (98-88-4) + 1-(5'-deoxy-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonylisothiourea (162757-17-7) → 1-(5'-deoxy-N6,N6-dibenzoyl-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonyl-isothiourea (162757-18-8)

Guidance literature:

With pyridine; for 2h; Ambient temperature;

DOI:10.1080/15257779508014657

Reference yield:

5'-amino-5'-deoxy-2',3'-O-isopropylideneadenosine (21950-36-7) → 1-(5'-deoxy-N6,N6-dibenzoyl-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonyl-isothiourea (162757-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / pyridine / 4 h / 80 °C

2: 97 percent / pyridine / 2 h / Ambient temperature

With pyridine; In pyridine;

DOI:10.1080/15257779508014657

Reference yield:

5'-azido-5'-deoxy-N6-benzoyl-2',3'-O-isopropylidene adenosine (68144-26-3) → 1-(5'-deoxy-N6,N6-dibenzoyl-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonyl-isothiourea (162757-18-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / NH₃, MeOH / 40 h / Ambient temperature

2: 70 percent / H₂ / Pd-C / ethanol / 5 h / 2327.2 Torr

3: 93 percent / pyridine / 4 h / 80 °C

4: 97 percent / pyridine / 2 h / Ambient temperature

With pyridine; methanol; ammonia; hydrogen; palladium on activated charcoal; In pyridine; ethanol;

DOI:10.1080/15257779508014657

upstream raw materials:

benzoyl chloride

1-(5'-deoxy-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonylisothiourea

((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl methanesulfonate

5'-azido-5'-deoxy-N⁶-benzoyl-2',3'-O-isopropylidene adenosine

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