triethylammonium 2'-O-(tert-butyldimethylsilyl)-3'-deoxy-5'-O-(4-methoxytriphenylmethyl)uridine 3'-C-methylenephosphinate

Base Information

Chemical Name:triethylammonium 2'-O-(tert-butyldimethylsilyl)-3'-deoxy-5'-O-(4-methoxytriphenylmethyl)uridine 3'-C-methylenephosphinate
CAS No.:452310-81-5
Molecular Formula:C₆H₁₅N*C₃₆H₄₅N₂O₈PSi
Molecular Weight:794.013
Hs Code.:

Synonyms:triethylammonium 2'-O-(tert-butyldimethylsilyl)-3'-deoxy-5'-O-(4-methoxytriphenylmethyl)uridine 3'-C-methylenephosphinate

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Chemical Property of triethylammonium 2'-O-(tert-butyldimethylsilyl)-3'-deoxy-5'-O-(4-methoxytriphenylmethyl)uridine 3'-C-methylenephosphinate

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Technology Process of triethylammonium 2'-O-(tert-butyldimethylsilyl)-3'-deoxy-5'-O-(4-methoxytriphenylmethyl)uridine 3'-C-methylenephosphinate

There total 6 articles about triethylammonium 2'-O-(tert-butyldimethylsilyl)-3'-deoxy-5'-O-(4-methoxytriphenylmethyl)uridine 3'-C-methylenephosphinate 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: 93.0%

: 15715-58-9
triethylamine carbonate

: 452310-83-7
3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil

: 452310-81-5
triethylammonium 2'-O-(tert-butyldimethylsilyl)-3'-deoxy-5'-O-(4-methoxytriphenylmethyl)uridine 3'-C-methylenephosphinate

Guidance literature:: 3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil; With 2,6-di-tert-butyl-pyridine; bis(trimethylsilyl)phosphonite; In acetonitrile; at 0 ℃; for 50h;

triethylamine carbonate; In dichloromethane; water; acetonitrile; Further stages.;
DOI:10.1002/1099-0690(200205)2002:9<1509::AID-EJOC1509>3.0.CO;2-X

Reference yield: 50.0%

: 15715-58-9
triethylamine carbonate

: 377773-04-1
1-[3-C-(bromomethyl)-2-O-(tert-butyldimethylsilyl)-3-deoxy-5-O-(4-methoxytriphenylmethyl)-β-D-ribo-pentofuranosyl]uracil

: 452310-81-5
triethylammonium 2'-O-(tert-butyldimethylsilyl)-3'-deoxy-5'-O-(4-methoxytriphenylmethyl)uridine 3'-C-methylenephosphinate

Guidance literature:: 1-[3-C-(bromomethyl)-2-O-(tert-butyldimethylsilyl)-3-deoxy-5-O-(4-methoxytriphenylmethyl)-β-D-ribo-pentofuranosyl]uracil; With bis(trimethylsilyl)phosphonite; N-ethyl-N,N-diisopropylamine; In acetonitrile; at -42 ℃; for 8h;

triethylamine carbonate; In dichloromethane; water; at 20 ℃; Further stages.;
DOI:10.1002/1099-0690(200205)2002:9<1509::AID-EJOC1509>3.0.CO;2-X

Reference yield:

: 377773-01-8
1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-β-D-ribo-pentofuranosyl]uracil

: 452310-81-5
triethylammonium 2'-O-(tert-butyldimethylsilyl)-3'-deoxy-5'-O-(4-methoxytriphenylmethyl)uridine 3'-C-methylenephosphinate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 73 percent / Ph₃P; CBr₄ / acetonitrile; pyridine / 40 h / 20 °C

2.1: diisopropylethylamine; bis(trimethylsilyl)hypophosphite / acetonitrile / 8 h / -42 °C

2.2: 50 percent / CH₂Cl₂; H₂O / 20 °C

With carbon tetrabromide; bis(trimethylsilyl)phosphonite; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In pyridine; acetonitrile;
DOI:10.1002/1099-0690(200205)2002:9<1509::AID-EJOC1509>3.0.CO;2-X