(3R,4S)-3-acetoxy-1-[(7-benzyloxymethyl-6-tert-butoxy-9-dezahypoxanthin-9-yl)methyl]-4-benzylthiomethylpyrrolidine

Base Information

Chemical Name:(3R,4S)-3-acetoxy-1-[(7-benzyloxymethyl-6-tert-butoxy-9-dezahypoxanthin-9-yl)methyl]-4-benzylthiomethylpyrrolidine
CAS No.:666831-21-6
Molecular Formula:C₂₉H₃₂N₄O₄S
Molecular Weight:532.663
Hs Code.:

Synonyms:(3R,4S)-3-acetoxy-1-[(7-benzyloxymethyl-6-tert-butoxy-9-dezahypoxanthin-9-yl)methyl]-4-benzylthiomethylpyrrolidine

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Chemical Property of (3R,4S)-3-acetoxy-1-[(7-benzyloxymethyl-6-tert-butoxy-9-dezahypoxanthin-9-yl)methyl]-4-benzylthiomethylpyrrolidine

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Technology Process of (3R,4S)-3-acetoxy-1-[(7-benzyloxymethyl-6-tert-butoxy-9-dezahypoxanthin-9-yl)methyl]-4-benzylthiomethylpyrrolidine

There total 6 articles about (3R,4S)-3-acetoxy-1-[(7-benzyloxymethyl-6-tert-butoxy-9-dezahypoxanthin-9-yl)methyl]-4-benzylthiomethylpyrrolidine 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: 80.0%

: (3R,4S)-1-[(6-tert-butoxy-7-benzyloxymethyl-9-deazapurin-9-yl)methyl]-3-acetoxy-4-(benzylthiomethyl)pyrrolidine

: 666831-21-6
(3R,4S)-3-acetoxy-1-[(7-benzyloxymethyl-6-tert-butoxy-9-dezahypoxanthin-9-yl)methyl]-4-benzylthiomethylpyrrolidine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃;

Reference yield:

: 666831-24-9
tert-butyl (3R,4R)-3-hydroxy-4-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate

: 666831-21-6
(3R,4S)-3-acetoxy-1-[(7-benzyloxymethyl-6-tert-butoxy-9-dezahypoxanthin-9-yl)methyl]-4-benzylthiomethylpyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide

1.2: dimethylformamide / 1 h / 20 °C

2.1: 730 mg / aq. HCl / methanol

3.1: 96 percent / NaCNBH₃ / methanol / 20 °C

4.1: 1.35 g / DMAP; triethylamine / CH₂Cl₂

5.1: 900 mg / TFA / CH₂Cl₂ / 20 °C

With hydrogenchloride; dmap; sodium hydride; sodium cyanoborohydride; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm050269z

Reference yield:

: 3R,4S-4-benzylthiomethyl-1-tert-butoxycarbonyl-3-hydroxypyrrolidine

: 666831-21-6
(3R,4S)-3-acetoxy-1-[(7-benzyloxymethyl-6-tert-butoxy-9-dezahypoxanthin-9-yl)methyl]-4-benzylthiomethylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 730 mg / aq. HCl / methanol

2: 96 percent / NaCNBH₃ / methanol / 20 °C

3: 1.35 g / DMAP; triethylamine / CH₂Cl₂

4: 900 mg / TFA / CH₂Cl₂ / 20 °C

With hydrogenchloride; dmap; sodium cyanoborohydride; triethylamine; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1021/jm050269z