1-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-thymine

Base Information

Chemical Name:1-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-thymine
CAS No.:945382-98-9
Molecular Formula:C₃₄H₃₄N₂O₇S
Molecular Weight:614.719
Hs Code.:

Synonyms:1-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-thymine

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Chemical Property of 1-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-thymine

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Technology Process of 1-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-thymine

There total 11 articles about 1-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-thymine 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:

: C₂₇H₃₀N₂O₆

: 1005-56-7
phenylcarbonochloridothioate

: 945382-98-9
1-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-thymine

Guidance literature:: With pyridine; dmap;
DOI:10.1021/ja071106y

Reference yield:

: 945382-96-7
1-[4-C-allyl-3,5-di-O-benzyl-2-O-acetyl-β-D-ribofuranosyl]-thymine

: 945382-98-9
1-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-thymine

Guidance literature:: Multi-step reaction with 2 steps

1: ammonia / methanol

2: 4.1 g / DMAP; pyridine

With pyridine; dmap; ammonia; In methanol;
DOI:10.1021/ja071106y

Reference yield:

: 287737-61-5
C₂₄H₂₈O₆

: 945382-98-9
1-[4-C-allyl-3,5-di-O-benzyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl]-thymine

Guidance literature:: Multi-step reaction with 5 steps

1.1: BuLi / tetrahydrofuran; hexane / 1 h / 20 °C

1.2: 12 g / tetrahydrofuran; hexane / -78 °C

2.1: acetic acid; triflic acid / 0.5 h

3.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.75 h / Heating

3.2: 6 g / TMSOTf / acetonitrile / 0 - 20 °C

4.1: ammonia / methanol

5.1: 4.1 g / DMAP; pyridine

With pyridine; dmap; n-butyllithium; N,O-bis-(trimethylsilyl)-acetamide; trifluorormethanesulfonic acid; ammonia; acetic acid; In tetrahydrofuran; methanol; hexane; acetonitrile; 1.2: Wittig reaction / 3.2: Vorbrueggen reaction;
DOI:10.1021/ja071106y