methyl (2R)-2-[3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamido]-3-phenylpropanoate

Base Information

Chemical Name:methyl (2R)-2-[3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamido]-3-phenylpropanoate
CAS No.:1269997-52-5
Molecular Formula:C₂₆H₃₇N₃O₇Si
Molecular Weight:531.681
Hs Code.:

Synonyms:methyl (2R)-2-[3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamido]-3-phenylpropanoate

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Chemical Property of methyl (2R)-2-[3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamido]-3-phenylpropanoate

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Technology Process of methyl (2R)-2-[3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamido]-3-phenylpropanoate

There total 2 articles about methyl (2R)-2-[3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamido]-3-phenylpropanoate 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: 84.7%

: 13033-84-6
D-phenylalanine methyl ester hydrochloride

: 215437-42-6
3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxylic acid

: 1269997-52-5
methyl (2R)-2-[3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamido]-3-phenylpropanoate

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1080/15257770.2010.542790

Reference yield:

: 40733-27-5
3'-O-(t-butyldimethylsilyl)thymidine

: 1269997-52-5
methyl (2R)-2-[3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamido]-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; water / acetonitrile / 2 h / 20 °C

2: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 1 h / 20 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1080/15257770.2010.542790

Reference yield: 87.6%

: 1269997-52-5
methyl (2R)-2-[3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamido]-3-phenylpropanoate

: 1269997-58-1
(2R)-2-[3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamido]-3-phenylpropanoic acid

Guidance literature:: methyl (2R)-2-[3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamido]-3-phenylpropanoate; With water; potassium hydroxide; In ethanol; at 20 ℃; for 2h;

With hydrogenchloride; In ethanol; water; pH=3;
DOI:10.1080/15257770.2010.542790