1-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl}-4-hydroxy-1H-pyrimidin-2-one

Base Information

Chemical Name:1-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl}-4-hydroxy-1H-pyrimidin-2-one
CAS No.:175915-99-8
Molecular Formula:C₂₇H₃₄N₂O₆Si
Molecular Weight:510.662
Hs Code.:

Synonyms:1-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl}-4-hydroxy-1H-pyrimidin-2-one

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Chemical Property of 1-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl}-4-hydroxy-1H-pyrimidin-2-one

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Technology Process of 1-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl}-4-hydroxy-1H-pyrimidin-2-one

There total 5 articles about 1-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl}-4-hydroxy-1H-pyrimidin-2-one 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:

: 175915-88-5
1-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}uracil

: 175915-99-8
1-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl}-4-hydroxy-1H-pyrimidin-2-one

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; Ambient temperature;
DOI:10.1021/ja952322m

Reference yield:

: 441044-21-9
Benzoic acid (2R,3S,4R)-4-hydroxy-2-(2-hydroxy-ethyl)-5-methoxy-tetrahydro-furan-3-ylmethyl ester

: 175915-99-8
1-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl}-4-hydroxy-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / imidazole / tetrahydrofuran

2: 74 percent / pyridine, DMAP

3: 1.) N-methyl-N-(trimethylsilyl)trifluoroacetamide, 2.) trimethylsilyl triflate / 1.) CH₃CN, 15 min, 2.) CH₃CN, 6 h

4: 0.2 N aq. LiOH / methanol; tetrahydrofuran / Ambient temperature

With pyridine; 1H-imidazole; dmap; lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; In tetrahydrofuran; methanol;
DOI:10.1021/ja952322m

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 175915-99-8
1-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl}-4-hydroxy-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / imidazole / tetrahydrofuran

2: 74 percent / pyridine, DMAP

3: 1.) N-methyl-N-(trimethylsilyl)trifluoroacetamide, 2.) trimethylsilyl triflate / 1.) CH₃CN, 15 min, 2.) CH₃CN, 6 h

4: 0.2 N aq. LiOH / methanol; tetrahydrofuran / Ambient temperature

With pyridine; 1H-imidazole; dmap; lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; In tetrahydrofuran; methanol;
DOI:10.1021/ja952322m