3',5‘-O-bis(tert-butylmethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

Base Information

• Chemical Name: 3',5‘-O-bis(tert-butylmethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine
• CAS No.: 1200462-94-7
• Molecular Formula: C₃₃H₅₅N₃O₈Si₂
• Molecular Weight: 677.986

Synonyms:3',5‘-O-bis(tert-butylmethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

Chemical Property of 3',5‘-O-bis(tert-butylmethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

Chemical Property:

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Technology Process of 3',5‘-O-bis(tert-butylmethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

There total 6 articles about 3',5‘-O-bis(tert-butylmethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine 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: 21.0%

N3-tert-butyloxycarbonyl-5-bromomethyl-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyuridine (1028383-90-5) + (R/S)-1-(2-nitrophenyl)-2,2-dimethyl-1-propanol (61986-34-3,61986-72-9) → 5-[1-(2-nitrophenyl)-2,2-dimethyl-1-propyloxy]methyl-2′-deoxyuridine (1200461-28-4) + 3',5‘-O-bis(tert-butylmethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine (1200462-94-7)

Guidance literature:

In neat (no solvent); at 108 - 115 ℃; for 1h; Inert atmosphere;

Reference yield: 21.0%

(S)-1-(2-nitrophenyl)-2,2-dimethyl-1-propanol (1200463-02-0) + N3-tert-butyloxycarbonyl-5-bromomethyl-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyuridine (1028383-90-5) → 3',5‘-O-bis(tert-butylmethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine (1200462-94-7)

Guidance literature:

at 110 ℃; for 1h; Inert atmosphere;

Reference yield: 21.0%

(S)-1-(2-nitrophenyl)-2,2-dimethyl-1-propanol (1200463-02-0) + N3-tert-butyloxycarbonyl-5-bromomethyl-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyuridine (1028383-90-5) → 5-[1-(2-nitrophenyl)-2,2-dimethyl-1-propyloxy]methyl-2′-deoxyuridine (1200461-28-4) + 5'-O-bis-(tert-butylsimethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-2'-deoxyuridine + 3'-O-bis-(tert-butylsimethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-2'-deoxyuridine (1200462-96-9) + 3',5‘-O-bis(tert-butylmethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine (1200462-94-7)

Guidance literature:

at 110 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201106516

upstream raw materials:

(S)-1-(2-nitrophenyl)-2,2-dimethyl-1-propanol

N³-tert-butyloxycarbonyl-5-bromomethyl-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyuridine

o-nitroiodobenzene

pivalaldehyde

Downstream raw materials:

3’,5’-O-bis-(tert-butyldimethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-4-O-(2,4,6-triisopropylbenzenesulfonyl)-2’-deoxyuridine

5-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-2'-deoxycytidine-5'-triphosphate

5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxycytidine

3',5'-O-bis-(tert-butyldimethylsilyl)-5-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]-methyl-2’-deoxycytidine

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