Butyric acid (R)-2-[{(1S,2S,3R,4S,5R,6R)-3-[bis-(2-cyano-ethoxy)-thiophosphoryloxy]-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxy}-(2-cyano-ethoxy)-phosphoryloxy]-1-butyryloxymethyl-ethyl ester

Base Information

Chemical Name:Butyric acid (R)-2-[{(1S,2S,3R,4S,5R,6R)-3-[bis-(2-cyano-ethoxy)-thiophosphoryloxy]-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxy}-(2-cyano-ethoxy)-phosphoryloxy]-1-butyryloxymethyl-ethyl ester
CAS No.:876310-84-8
Molecular Formula:C₃₄H₅₇N₃O₁₉P₂S
Molecular Weight:905.849
Hs Code.:

Butyric acid (R)-2-[{(1S,2S,3R,4S,5R,6R)-3-[bis-(2-cyano-ethoxy)-thiophosphoryloxy]-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxy}-(2-cyano-ethoxy)-phosphoryloxy]-1-butyryloxymethyl-ethyl ester

Synonyms:Butyric acid (R)-2-[{(1S,2S,3R,4S,5R,6R)-3-[bis-(2-cyano-ethoxy)-thiophosphoryloxy]-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxy}-(2-cyano-ethoxy)-phosphoryloxy]-1-butyryloxymethyl-ethyl ester

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Chemical Property of Butyric acid (R)-2-[{(1S,2S,3R,4S,5R,6R)-3-[bis-(2-cyano-ethoxy)-thiophosphoryloxy]-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxy}-(2-cyano-ethoxy)-phosphoryloxy]-1-butyryloxymethyl-ethyl ester

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Technology Process of Butyric acid (R)-2-[{(1S,2S,3R,4S,5R,6R)-3-[bis-(2-cyano-ethoxy)-thiophosphoryloxy]-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxy}-(2-cyano-ethoxy)-phosphoryloxy]-1-butyryloxymethyl-ethyl ester

There total 2 articles about Butyric acid (R)-2-[{(1S,2S,3R,4S,5R,6R)-3-[bis-(2-cyano-ethoxy)-thiophosphoryloxy]-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxy}-(2-cyano-ethoxy)-phosphoryloxy]-1-butyryloxymethyl-ethyl ester 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: 86.0%

: 876310-81-5
N,N-diisopropyl-O-cyanoethyl-O-(di-butanoyl-sn-(2S)-glycerol)phosphonamidite

: 876310-89-3
thiophosphoric acid O,O'-bis-(2-cyano-ethyl) ester O''-(3-hydroxy-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyl) ester

: 876310-84-8
Butyric acid (R)-2-[{(1S,2S,3R,4S,5R,6R)-3-[bis-(2-cyano-ethoxy)-thiophosphoryloxy]-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxy}-(2-cyano-ethoxy)-phosphoryloxy]-1-butyryloxymethyl-ethyl ester

Guidance literature:: N,N-diisopropyl-O-cyanoethyl-O-(di-butanoyl-sn-(2S)-glycerol)phosphonamidite; thiophosphoric acid O,O'-bis-(2-cyano-ethyl) ester O''-(3-hydroxy-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyl) ester; With 1H-tetrazole; In tetrahydrofuran; at 20 ℃; for 16h;

With tert.-butylhydroperoxide; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ja0554716

Reference yield:

: 30403-46-4
1,2-dibutanoyl-sn-glycerol

: 876310-84-8
Butyric acid (R)-2-[{(1S,2S,3R,4S,5R,6R)-3-[bis-(2-cyano-ethoxy)-thiophosphoryloxy]-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxy}-(2-cyano-ethoxy)-phosphoryloxy]-1-butyryloxymethyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 71 percent / DIPEA / CH₂Cl₂ / 4 h / 0 - 20 °C

2.1: 1H-tetrazole / tetrahydrofuran / 16 h / 20 °C

2.2: 86 percent / t-BuOOH / tetrahydrofuran / 1 h / 20 °C

With 1H-tetrazole; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja0554716

Reference yield: 80.0%

: 876310-84-8
Butyric acid (R)-2-[{(1S,2S,3R,4S,5R,6R)-3-[bis-(2-cyano-ethoxy)-thiophosphoryloxy]-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxy}-(2-cyano-ethoxy)-phosphoryloxy]-1-butyryloxymethyl-ethyl ester

: Butyric acid (R)-1-butyryloxymethyl-2-[hydroxy-((1S,2R,3R,4S,5R,6S)-2,3,4,6-tetrahydroxy-5-thiophosphonooxy-cyclohexyloxy)-phosphoryloxy]-ethyl ester

Guidance literature:: Butyric acid (R)-2-[{(1S,2S,3R,4S,5R,6R)-3-[bis-(2-cyano-ethoxy)-thiophosphoryloxy]-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxy}-(2-cyano-ethoxy)-phosphoryloxy]-1-butyryloxymethyl-ethyl ester; With bis((trifluoromethyl)silyl)acetamide; triethylamine; In acetonitrile; for 24h;

With boron trifluoride diethyl etherate; ethanethiol; for 3h;
DOI:10.1021/ja0554716