2,2-Dimethyl-propionic acid (2R,3R,4S,6S)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (2R,3R,4S,6S)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester
CAS No.:725718-43-4
Molecular Formula:C₃₂H₄₄NO₁₀P
Molecular Weight:633.676
Hs Code.:

2,2-Dimethyl-propionic acid (2R,3R,4S,6S)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Synonyms:2,2-Dimethyl-propionic acid (2R,3R,4S,6S)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2R,3R,4S,6S)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2R,3R,4S,6S)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

There total 4 articles about 2,2-Dimethyl-propionic acid (2R,3R,4S,6S)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl 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: 64.0%

: 3881-20-7
dibenzyl diethyl-phosphoramidite

: 2,2-Dimethyl-propionic acid (3R,4S,6S)-3-acetylamino-6-(2,2-dimethyl-propionyloxymethyl)-2-hydroxy-tetrahydro-pyran-4-yl ester

: 725718-43-4
2,2-Dimethyl-propionic acid (2R,3R,4S,6S)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: dibenzyl diethyl-phosphoramidite; 2,2-Dimethyl-propionic acid (3R,4S,6S)-3-acetylamino-6-(2,2-dimethyl-propionyloxymethyl)-2-hydroxy-tetrahydro-pyran-4-yl ester; With 1H-tetrazole; In tetrahydrofuran; at 20 ℃; for 3h;

With dihydrogen peroxide; In tetrahydrofuran; at -78 ℃; for 1h; Further stages.;
DOI:10.1016/j.tetlet.2004.04.074

Reference yield:

: 206751-88-4
benzyl 2-acetamido-2-deoxy-3,6-di-O-pivaloyl-α-D-glucopyranoside

: 725718-43-4
2,2-Dimethyl-propionic acid (2R,3R,4S,6S)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / toluene / 4 h / 90 °C

2.1: 86 percent / tributyltin hydride; AIBN / toluene / 4 h / 90 °C

3.1: 99 percent / H₂ / Pd/C / ethanol / 1 h / 20 °C

4.1: 1-H-tetrazole / tetrahydrofuran / 3 h / 20 °C

4.2: 64 percent / H₂O₂ / tetrahydrofuran / 1 h / -78 °C

With 1H-tetrazole; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; toluene;
DOI:10.1016/j.tetlet.2004.04.074

Reference yield:

: 725718-36-5
2,2-Dimethyl-propionic acid (2S,3R,4S,6S)-3-acetylamino-2-benzyloxy-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

: 725718-43-4
2,2-Dimethyl-propionic acid (2R,3R,4S,6S)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 99 percent / H₂ / Pd/C / ethanol / 1 h / 20 °C

2.1: 1-H-tetrazole / tetrahydrofuran / 3 h / 20 °C

2.2: 64 percent / H₂O₂ / tetrahydrofuran / 1 h / -78 °C

With 1H-tetrazole; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1016/j.tetlet.2004.04.074