(2S,3R)-6-[(R)-5-(2,2-Dimethyl-propionyloxy)-4-hydroxy-pent-1-ynyl]-2-methyl-3-triisopropylsilanyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(2S,3R)-6-[(R)-5-(2,2-Dimethyl-propionyloxy)-4-hydroxy-pent-1-ynyl]-2-methyl-3-triisopropylsilanyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester
CAS No.:191592-81-1
Molecular Formula:C₃₃H₅₁NO₆Si
Molecular Weight:585.857
Hs Code.:

(2S,3R)-6-[(R)-5-(2,2-Dimethyl-propionyloxy)-4-hydroxy-pent-1-ynyl]-2-methyl-3-triisopropylsilanyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Synonyms:(2S,3R)-6-[(R)-5-(2,2-Dimethyl-propionyloxy)-4-hydroxy-pent-1-ynyl]-2-methyl-3-triisopropylsilanyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

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Chemical Property of (2S,3R)-6-[(R)-5-(2,2-Dimethyl-propionyloxy)-4-hydroxy-pent-1-ynyl]-2-methyl-3-triisopropylsilanyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

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Technology Process of (2S,3R)-6-[(R)-5-(2,2-Dimethyl-propionyloxy)-4-hydroxy-pent-1-ynyl]-2-methyl-3-triisopropylsilanyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

There total 13 articles about (2S,3R)-6-[(R)-5-(2,2-Dimethyl-propionyloxy)-4-hydroxy-pent-1-ynyl]-2-methyl-3-triisopropylsilanyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl 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: 88.0%

: 251957-84-3
2,2-Dimethyl-propionic acid (R)-2-hydroxy-pent-4-ynyl ester

: 191592-80-0
(2S,3R)-2-Methyl-6-trifluoromethanesulfonyloxy-3-triisopropylsilanyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

: 191592-81-1
(2S,3R)-6-[(R)-5-(2,2-Dimethyl-propionyloxy)-4-hydroxy-pent-1-ynyl]-2-methyl-3-triisopropylsilanyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine;
DOI:10.1021/jo970788c

Reference yield:

: 143289-01-4
(4R,5R,E)-ethyl 4,5-dihydroxyhex-2-enoate

: 191592-81-1
(2S,3R)-6-[(R)-5-(2,2-Dimethyl-propionyloxy)-4-hydroxy-pent-1-ynyl]-2-methyl-3-triisopropylsilanyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / H₂; Rh-Al₂O₃

3: NaN₃

4: H₂ / Pd/C

6: 83 percent / n-BuLi

7: 88 percent / LiHMDS

8: 88 percent / Pd(PPh₃)4; CuI; Et₃N

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium azide; rhodium on alumina; hydrogen; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; 1: Catalytic hydrogenation / 2: mesylation / 3: Substitution / 4: Catalytic hydrogenation / 5: silylation / 6: deprotection / 6: Acylation / 7: deprotonation / 7: triflation / 8: Substitution;
DOI:10.1021/ja9925958

Reference yield:

: 130609-14-2
(R)-5-((R)-1-hydroxyethyl)dihydrofuran-2(3H)-one

: 191592-81-1
(2S,3R)-6-[(R)-5-(2,2-Dimethyl-propionyloxy)-4-hydroxy-pent-1-ynyl]-2-methyl-3-triisopropylsilanyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

2: NaN₃

3: H₂ / Pd/C

5: 83 percent / n-BuLi

6: 88 percent / LiHMDS

7: 88 percent / Pd(PPh₃)4; CuI; Et₃N

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium azide; hydrogen; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; 1: mesylation / 2: Substitution / 3: Catalytic hydrogenation / 4: silylation / 5: deprotection / 5: Acylation / 6: deprotonation / 6: triflation / 7: Substitution;
DOI:10.1021/ja9925958