3'-Uridylic acid, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3-[(2-methoxyethoxy)methyl]-2' -O-[(4-methoxyphenyl)methyl]-, mono(5-chloro-8-quinolinyl) ester, compd. with N,N-diethylethanamine (1:1)

Base Information

• Chemical Name: 3'-Uridylic acid, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3-[(2-methoxyethoxy)methyl]-2' -O-[(4-methoxyphenyl)methyl]-, mono(5-chloro-8-quinolinyl) ester, compd. with N,N-diethylethanamine (1:1)
• CAS No.: 89239-03-2
• Molecular Formula: C51H51ClN3O14P.C6H15N
• Molecular Weight: 1097.6

Synonyms:

Chemical Property of 3'-Uridylic acid, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3-[(2-methoxyethoxy)methyl]-2' -O-[(4-methoxyphenyl)methyl]-, mono(5-chloro-8-quinolinyl) ester, compd. with N,N-diethylethanamine (1:1)

Chemical Property:

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Technology Process of 3'-Uridylic acid, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3-[(2-methoxyethoxy)methyl]-2' -O-[(4-methoxyphenyl)methyl]-, mono(5-chloro-8-quinolinyl) ester, compd. with N,N-diethylethanamine (1:1)

There total 7 articles about 3'-Uridylic acid, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3-[(2-methoxyethoxy)methyl]-2' -O-[(4-methoxyphenyl)methyl]-, mono(5-chloro-8-quinolinyl) ester, compd. with N,N-diethylethanamine (1:1) 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%

1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione (89239-01-0) + O-8-(5-chloroquinolyl) phosphate (71933-71-6) → Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(4-methoxy-benzyloxy)-5-[3-(2-methoxy-ethoxymethyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with triethyl-amine (89239-03-2)

Guidance literature:

With quinoline-8-sulfonyl chloride; In pyridine; for 2h;

DOI:10.1016/S0040-4039(00)87869-7

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(4-methoxy-benzyloxy)-5-[3-(2-methoxy-ethoxymethyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with triethyl-amine (89239-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / pyridine / 2.5 h

2: 93 percent / 8-quinolinesulfonyl chloride / pyridine / 2 h

With pyridine; quinoline-8-sulfonyl chloride; In pyridine;

DOI:10.1016/S0040-4039(00)87869-7

Reference yield:

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(4-methoxy-benzyloxy)-5-[3-(2-methoxy-ethoxymethyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with triethyl-amine (89239-03-2)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoromethanesulfonic acid / CH₂Cl₂; cyclohexane / 1.) 0 deg C; 2.) room temp., 4 h

2: 55 percent / 1M TBAHF / tetrahydrofuran / 4 h / Ambient temperature

3: 83 percent / pyridine / 2.5 h

4: 93 percent / 8-quinolinesulfonyl chloride / pyridine / 2 h

With pyridine; quinoline-8-sulfonyl chloride; trifluorormethanesulfonic acid; In tetrahydrofuran; pyridine; dichloromethane; cyclohexane;

DOI:10.1016/S0040-4039(00)87869-7

upstream raw materials:

1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-3-(2-methoxy-ethoxymethyl)-1H-pyrimidine-2,4-dione

O-8-(5-chloroquinolyl) phosphate

4,4'-dimethoxytrityl chloride

O-(4-methoxybenzyl)-trichloroacetimidate

Downstream raw materials:

C₁₁₂H₁₀₅Cl₂N₁₁O₃₁P₂

C₈₂H₇₄ClN₈O₂₀P

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