(4-N-benzoyl-3'-O-tert-butyldimethylsilyl)-2'-deoxycytidin-5'-O-yl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonic acid

Base Information

Chemical Name:(4-N-benzoyl-3'-O-tert-butyldimethylsilyl)-2'-deoxycytidin-5'-O-yl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonic acid
CAS No.:329326-38-7
Molecular Formula:C₄₁H₅₄N₇O₁₂PSi
Molecular Weight:895.979
Hs Code.:

(4-N-benzoyl-3'-O-tert-butyldimethylsilyl)-2'-deoxycytidin-5'-O-yl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonic acid

Synonyms:(4-N-benzoyl-3'-O-tert-butyldimethylsilyl)-2'-deoxycytidin-5'-O-yl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonic acid

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Chemical Property of (4-N-benzoyl-3'-O-tert-butyldimethylsilyl)-2'-deoxycytidin-5'-O-yl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonic acid

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Technology Process of (4-N-benzoyl-3'-O-tert-butyldimethylsilyl)-2'-deoxycytidin-5'-O-yl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonic acid

There total 5 articles about (4-N-benzoyl-3'-O-tert-butyldimethylsilyl)-2'-deoxycytidin-5'-O-yl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonic acid 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: 50.0%

: 51549-37-2
N⁴-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine

: 329326-37-6
2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethylphosphonic acid

: 329326-38-7
(4-N-benzoyl-3'-O-tert-butyldimethylsilyl)-2'-deoxycytidin-5'-O-yl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonic acid

Guidance literature:: With triethylamine carbonate; 1-Adamantanecarbonyl chloride; In pyridine; for 72h;
DOI:10.1016/S0968-0896(00)00230-3

Reference yield:

: 20924-05-4
thymidyl acetic acid

: 329326-38-7
(4-N-benzoyl-3'-O-tert-butyldimethylsilyl)-2'-deoxycytidin-5'-O-yl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96 percent / dicyclohexylcarbodiimide / dimethylformamide / 20 °C

2.1: Me₃SiBr / CH₂Cl₂ / 7 h

2.2: aq. triethylammonium bicarbonate / 0.08 h

2.3: 90 percent / benzyl chloroformate; NaHCO₃ / H₂O

3.1: 50 percent / aq. triethylammonium bicarbonate; 1-adamantanecarbonyl chloride / pyridine / 72 h

With trimethylsilyl bromide; triethylamine carbonate; 1-Adamantanecarbonyl chloride; dicyclohexyl-carbodiimide; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(00)00230-3

Reference yield:

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

: 329326-38-7
(4-N-benzoyl-3'-O-tert-butyldimethylsilyl)-2'-deoxycytidin-5'-O-yl-(2-N-(2-N-benzyloxycarbonylaminoethyl)-2-N-(thymin-1-yl-acetyl)aminoethyl)phosphonic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: PhCHO; MgSO₄; K₂CO₃ / CHCl₃ / 2 h / 20 °C

1.2: CHCl₃ / 2.5 h / -20 - 20 °C

1.3: 65 percent / aq. HCl / CHCl₃ / 3 h / 20 °C

2.1: 96 percent / dicyclohexylcarbodiimide / dimethylformamide / 20 °C

3.1: Me₃SiBr / CH₂Cl₂ / 7 h

3.2: aq. triethylammonium bicarbonate / 0.08 h

3.3: 90 percent / benzyl chloroformate; NaHCO₃ / H₂O

4.1: 50 percent / aq. triethylammonium bicarbonate; 1-adamantanecarbonyl chloride / pyridine / 72 h

With trimethylsilyl bromide; triethylamine carbonate; 1-Adamantanecarbonyl chloride; magnesium sulfate; potassium carbonate; benzaldehyde; dicyclohexyl-carbodiimide; In pyridine; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(00)00230-3