1-<5-O-MMTr-2,3-dideoxy-2-C,3-C-((8-(R)-methyl-9-(S)-ethoxycarbonyl)-trimethylene)-β-D-ribofuranosyl>thymine

Base Information

Chemical Name:1-<5-O-MMTr-2,3-dideoxy-2-C,3-C-((8-(R)-methyl-9-(S)-ethoxycarbonyl)-trimethylene)-β-D-ribofuranosyl>thymine
CAS No.:162438-37-1
Molecular Formula:C₃₇H₄₀N₂O₇
Molecular Weight:624.734
Hs Code.:

Synonyms:1-<5-O-MMTr-2,3-dideoxy-2-C,3-C-((8-(R)-methyl-9-(S)-ethoxycarbonyl)-trimethylene)-β-D-ribofuranosyl>thymine

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Chemical Property of 1-<5-O-MMTr-2,3-dideoxy-2-C,3-C-((8-(R)-methyl-9-(S)-ethoxycarbonyl)-trimethylene)-β-D-ribofuranosyl>thymine

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Technology Process of 1-<5-O-MMTr-2,3-dideoxy-2-C,3-C-((8-(R)-methyl-9-(S)-ethoxycarbonyl)-trimethylene)-β-D-ribofuranosyl>thymine

There total 8 articles about 1-<5-O-MMTr-2,3-dideoxy-2-C,3-C-((8-(R)-methyl-9-(S)-ethoxycarbonyl)-trimethylene)-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: 41.0%

: 1-<5-O-MMTr-3-deoxy-3-(R/S)-bromo-3-C-allyl-2-deoxy-2-C-(E-carbethoxymethylidene)-2,3-seco-β-D-ribofuranosyl>thymine

: 162491-45-4
1-<5-O-MMTr-2,3-dideoxy-2-C,3-C-((8-(S)-methyl-9-(S)-ethoxycarbonyl)-trimethylene)-β-D-ribofuranosyl>thymine

: 162438-37-1
1-<5-O-MMTr-2,3-dideoxy-2-C,3-C-((8-(R)-methyl-9-(S)-ethoxycarbonyl)-trimethylene)-β-D-ribofuranosyl>thymine

Guidance literature:: With tri-n-butyl-tin hydride; In toluene; at 95 ℃; for 2h;
DOI:10.1016/0040-4020(94)00950-Y

Reference yield:

: (R)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethoxy]-3-[(4-methoxy-phenyl)-diphenyl-methoxy]-propionaldehyde

: 162438-37-1
1-<5-O-MMTr-2,3-dideoxy-2-C,3-C-((8-(R)-methyl-9-(S)-ethoxycarbonyl)-trimethylene)-β-D-ribofuranosyl>thymine

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran; diethyl ether / 0.17 h / 0 °C

2: 90 percent / pyridine / 5 °C

3: 83 percent / NH₄F / methanol

4: DCC, dichloroacetic acid / dimethylsulfoxide / 2 h / Ambient temperature

5: tetrahydrofuran / 0.33 h

6: 61 percent / LiBr / dimethylformamide / 2 h / 120 °C

7: 41 percent / Bu₃SnH / toluene / 2 h / 95 °C

With dichloro-acetic acid; ammonium fluoride; tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; lithium bromide; In tetrahydrofuran; pyridine; methanol; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4020(94)00950-Y

Reference yield:

: 159312-13-7
5'-O-(p-monomethoxytrityl)-2'-O-(t-butyldimethylsilyl)-2',3'-secoribothymidine

: 162438-37-1
1-<5-O-MMTr-2,3-dideoxy-2-C,3-C-((8-(R)-methyl-9-(S)-ethoxycarbonyl)-trimethylene)-β-D-ribofuranosyl>thymine

Guidance literature:: Multi-step reaction with 8 steps

1: DCC, dichloroacetic acid / dimethylsulfoxide / 2 h / Ambient temperature

2: tetrahydrofuran; diethyl ether / 0.17 h / 0 °C

3: 90 percent / pyridine / 5 °C

4: 83 percent / NH₄F / methanol

5: DCC, dichloroacetic acid / dimethylsulfoxide / 2 h / Ambient temperature

6: tetrahydrofuran / 0.33 h

7: 61 percent / LiBr / dimethylformamide / 2 h / 120 °C

8: 41 percent / Bu₃SnH / toluene / 2 h / 95 °C

With dichloro-acetic acid; ammonium fluoride; tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; lithium bromide; In tetrahydrofuran; pyridine; methanol; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4020(94)00950-Y