(2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-hydroxy-4-((4-methoxybenzyl)oxy)-5-((trityloxy)methyl)pyrrolidine-1-carboxylate

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Chemical Name:(2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-hydroxy-4-((4-methoxybenzyl)oxy)-5-((trityloxy)methyl)pyrrolidine-1-carboxylate
CAS No.:577978-31-5
Molecular Formula:C₅₂H₅₄N₄O₈
Molecular Weight:863.023
Hs Code.:

(2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-hydroxy-4-((4-methoxybenzyl)oxy)-5-((trityloxy)methyl)pyrrolidine-1-carboxylate

Synonyms:(2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-hydroxy-4-((4-methoxybenzyl)oxy)-5-((trityloxy)methyl)pyrrolidine-1-carboxylate

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Chemical Property of (2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-hydroxy-4-((4-methoxybenzyl)oxy)-5-((trityloxy)methyl)pyrrolidine-1-carboxylate

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Technology Process of (2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-hydroxy-4-((4-methoxybenzyl)oxy)-5-((trityloxy)methyl)pyrrolidine-1-carboxylate

There total 28 articles about (2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-hydroxy-4-((4-methoxybenzyl)oxy)-5-((trityloxy)methyl)pyrrolidine-1-carboxylate 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: 81.0%

: 824-94-2
p-methoxybenzyl chloride

: 577978-29-1
(1S)-2-O-allyl-1-(7-N-benzyloxymethyl-9-deaza-6-O-methylhypoxanthin-9-yl)-N-tert-butoxycarbonyl-1,4-dideoxy-1,4-imino-5-O-triphenylmethyl-D-ribitol

: 577978-31-5
(2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-hydroxy-4-((4-methoxybenzyl)oxy)-5-((trityloxy)methyl)pyrrolidine-1-carboxylate

Guidance literature:: p-methoxybenzyl chloride; (1S)-2-O-allyl-1-(7-N-benzyloxymethyl-9-deaza-6-O-methylhypoxanthin-9-yl)-N-tert-butoxycarbonyl-1,4-dideoxy-1,4-imino-5-O-triphenylmethyl-D-ribitol; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; In ethanol; benzene; Heating;
DOI:10.1021/jm030145r

Reference yield: 65.0%

: 824-94-2
p-methoxybenzyl chloride

: 402477-42-3
(2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3,4-dihydroxy-5-((trityloxy)methyl)pyrrolidine-1-carboxylate

: 577978-31-5
(2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-hydroxy-4-((4-methoxybenzyl)oxy)-5-((trityloxy)methyl)pyrrolidine-1-carboxylate

: 402477-45-6
(2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-4-hydroxy-3-((4-methoxybenzyl)oxy)-5-((trityloxy)methyl)pyrrolidine-1-carboxylate

Guidance literature:: (2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3,4-dihydroxy-5-((trityloxy)methyl)pyrrolidine-1-carboxylate; With di(n-butyl)tin oxide; In benzene; for 1h; Heating;

p-methoxybenzyl chloride; With tetrabutylammomium bromide; In benzene; for 18h; Heating;
DOI:10.1021/jm030145r

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 577978-31-5
(2S,3S,4R,5R)-tert-butyl 2-(5-((benzyloxy)methyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-hydroxy-4-((4-methoxybenzyl)oxy)-5-((trityloxy)methyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2.28 g / Et₃N / methanol / 1 h

2.1: 88 percent / N,N-diisopropylethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

3.1: dibutyltin oxide / toluene / 1 h / Heating

3.2: 57 percent / Bu₄NBr / toluene / 4 h / Heating

4.1: NaH / dimethylformamide / 4 h / 20 °C

4.2: 81 percent / DABCO; tris(triphenylphosphine)rhodium(I) chloride / ethanol; benzene / Heating

With dmap; sodium hydride; di(n-butyl)tin oxide; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm030145r