1-Pyrrolidinecarboxylic acid, 3,4-dihydroxy-2-[4-methoxy-5-[(phenylmethoxy)methyl]-5H-pyrrolo[3,2-d] pyrimidin-7-yl]-5-[(triphenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S,3S,4R,5R)-

Base Information

• Chemical Name: 1-Pyrrolidinecarboxylic acid, 3,4-dihydroxy-2-[4-methoxy-5-[(phenylmethoxy)methyl]-5H-pyrrolo[3,2-d] pyrimidin-7-yl]-5-[(triphenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S,3S,4R,5R)-
• CAS No.: 402477-42-3
• Molecular Formula: C44H46N4O7
• Molecular Weight: 742.872

Synonyms:

Chemical Property of 1-Pyrrolidinecarboxylic acid, 3,4-dihydroxy-2-[4-methoxy-5-[(phenylmethoxy)methyl]-5H-pyrrolo[3,2-d] pyrimidin-7-yl]-5-[(triphenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S,3S,4R,5R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Pyrrolidinecarboxylic acid, 3,4-dihydroxy-2-[4-methoxy-5-[(phenylmethoxy)methyl]-5H-pyrrolo[3,2-d] pyrimidin-7-yl]-5-[(triphenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S,3S,4R,5R)-

There total 21 articles about 1-Pyrrolidinecarboxylic acid, 3,4-dihydroxy-2-[4-methoxy-5-[(phenylmethoxy)methyl]-5H-pyrrolo[3,2-d] pyrimidin-7-yl]-5-[(triphenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S,3S,4R,5R)- 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:

1S-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol (364046-18-4) → (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 (402477-42-3)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. TFA / tetrahydrofuran / 1.5 h / Heating

2: 2.28 g / Et₃N / methanol / 1 h

3: 88 percent / N,N-diisopropylethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

With dmap; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm030145r

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (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 (402477-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.28 g / Et₃N / methanol / 1 h

2: 88 percent / N,N-diisopropylethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

With dmap; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1021/jm030145r

Reference yield:

2-(5-benzyloxymethyl-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-5-hydroxymethyl-pyrrolidine-3,4-diol → (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 (402477-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.28 g / Et₃N / methanol / 1 h

2: 88 percent / N,N-diisopropylethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

With dmap; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1021/jm030145r

upstream raw materials:

di-tert-butyl dicarbonate

1S-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol

2,3-O-isopropylidene-L-lyxono-1,4-lactone

1-amino-1,4-anhydro-N-benzyl-5-O-tertbutyldimethylsilyl-1-deoxy-2,3-O-isopropylidene-D-ribitol

Downstream raw materials:

(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

(1S)-3-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

(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

(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

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