N-1-[(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-(hydroxymethyl)cyclopentyl]-5'-O-{bis(phenylsulfanyl)phosphoryl}-2',3'-O-isopropylideneadenosine

Base Information

Chemical Name:N-1-[(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-(hydroxymethyl)cyclopentyl]-5'-O-{bis(phenylsulfanyl)phosphoryl}-2',3'-O-isopropylideneadenosine
CAS No.:933060-68-5
Molecular Formula:C₃₄H₄₂N₅O₉PS₂
Molecular Weight:759.841
Hs Code.:

N-1-[(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-(hydroxymethyl)cyclopentyl]-5'-O-{bis(phenylsulfanyl)phosphoryl}-2',3'-O-isopropylideneadenosine

Synonyms:N-1-[(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-(hydroxymethyl)cyclopentyl]-5'-O-{bis(phenylsulfanyl)phosphoryl}-2',3'-O-isopropylideneadenosine

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Chemical Property of N-1-[(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-(hydroxymethyl)cyclopentyl]-5'-O-{bis(phenylsulfanyl)phosphoryl}-2',3'-O-isopropylideneadenosine

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Technology Process of N-1-[(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-(hydroxymethyl)cyclopentyl]-5'-O-{bis(phenylsulfanyl)phosphoryl}-2',3'-O-isopropylideneadenosine

There total 11 articles about N-1-[(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-(hydroxymethyl)cyclopentyl]-5'-O-{bis(phenylsulfanyl)phosphoryl}-2',3'-O-isopropylideneadenosine 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: 88.0%

: 933060-66-3
N-1-{(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-[bis(4-methoxyphenyl)(phenyl)methoxymethyl]cyclopentyl}-5'-O-{bis(phenylsulfanyl)phosphoryl}-2',3'-O-isopropylideneadenosine

: 933060-68-5
N-1-[(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-(hydroxymethyl)cyclopentyl]-5'-O-{bis(phenylsulfanyl)phosphoryl}-2',3'-O-isopropylideneadenosine

Guidance literature:: With acetic acid; at 20 ℃; for 4h;
DOI:10.1080/15257770600685867

Reference yield:

: (CH₃)3COCONHC₅H₇OCH₂OHOCH₂OCH₃

: 933060-68-5
N-1-[(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-(hydroxymethyl)cyclopentyl]-5'-O-{bis(phenylsulfanyl)phosphoryl}-2',3'-O-isopropylideneadenosine

Guidance literature:: Multi-step reaction with 11 steps

1: 91 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 4 h / 20 °C

2: 74 percent / Ph₃P; DIAD / toluene / 6 h / 20 °C

3: 88 percent / MeONa / methanol / 0.5 h / 20 °C

4: 49 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 12 h / 20 °C

5: 90 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

6: 100 percent / H₂O / Heating

7: 84 percent / K₂CO₃ / methanol / 20 °C

8: 100 percent / pyridine / 20 °C

9: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 °C

10: 62 percent / 2,4,6-triisopropylbenzenesulfonyl chloride; pyridine / 1 h / 20 °C

11: 88 percent / aq. AcOH / 4 h / 20 °C

With pyridine; 1H-imidazole; dmap; 2,4,6-triisopropylphenylsulfonyl chloride; 2,6-di-tert-butyl-4-methylpyridine; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; water; sodium methylate; potassium carbonate; acetic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 2: Mitsunobu reaction;
DOI:10.1080/15257770600685867

Reference yield:

: (CH₃)3CSi(CH₃)2OCH₂C₅H₄O₃(CH₃)2C₅H₃N₅C₅H₆CH₂OC(C₆H₄OCH₃)2C₆H₅OCH₃OCH₂OCH₃

: 933060-68-5
N-1-[(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-(hydroxymethyl)cyclopentyl]-5'-O-{bis(phenylsulfanyl)phosphoryl}-2',3'-O-isopropylideneadenosine

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 °C

2: 62 percent / 2,4,6-triisopropylbenzenesulfonyl chloride; pyridine / 1 h / 20 °C

3: 88 percent / aq. AcOH / 4 h / 20 °C

With pyridine; 2,4,6-triisopropylphenylsulfonyl chloride; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;
DOI:10.1080/15257770600685867