(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-3-hydroxypropanoate

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Chemical Name:(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-3-hydroxypropanoate
CAS No.:1612257-24-5
Molecular Formula:C₃₈H₆₃N₃O₁₀Si₂
Molecular Weight:778.103
Hs Code.:

(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-3-hydroxypropanoate

Synonyms:(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-3-hydroxypropanoate

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Chemical Property of (2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-3-hydroxypropanoate

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Technology Process of (2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-3-hydroxypropanoate

There total 4 articles about (2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-3-hydroxypropanoate 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: 90.0%

: 1612257-23-4
(2S,3S)-methyl 2-amino-3-((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-3-hydroxypropanoate

: 501-53-1,94274-21-2
benzyl chloroformate

: 1612257-24-5
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-3-hydroxypropanoate

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 ℃; for 20h;
DOI:10.1021/ol501397b

Reference yield:

: 2',3'-O-bis(triisopropylsilyl)uridine

: 1612257-24-5
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-3-hydroxypropanoate

Guidance literature:: Multi-step reaction with 4 steps

1: dicyclohexyl-carbodiimide; trifluoroacetic acid; pyridine / toluene; dimethyl sulfoxide / 20 h / 0 - 5 °C

2: copper(l) chloride; triphenylphosphine; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C

3: hydrogenchloride / tetrahydrofuran / 24 h / 20 °C

4: sodium hydrogencarbonate / water; tetrahydrofuran / 20 h / 0 °C

With pyridine; hydrogenchloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; copper(l) chloride; In tetrahydrofuran; water; dimethyl sulfoxide; toluene;
DOI:10.1021/ol501397b

Reference yield:

: 1612257-21-2
(2S,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-carbaldehyde

: 1612257-24-5
(2S,3S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-bis((triisopropylsilyl)oxy)tetrahydrofuran-2-yl)-3-hydroxypropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) chloride; triphenylphosphine; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C

2: hydrogenchloride / tetrahydrofuran / 24 h / 20 °C

3: sodium hydrogencarbonate / water; tetrahydrofuran / 20 h / 0 °C

With hydrogenchloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) chloride; In tetrahydrofuran; water;
DOI:10.1021/ol501397b