(R)-2-[(2R,3S,4R,5R,6R)-2-Acetoxymethyl-5-acetylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-phosphonooxy-tetrahydro-pyran-4-yloxy]-propionic acid 2-benzenesulfonyl-ethyl ester

Base Information

Chemical Name:(R)-2-[(2R,3S,4R,5R,6R)-2-Acetoxymethyl-5-acetylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-phosphonooxy-tetrahydro-pyran-4-yloxy]-propionic acid 2-benzenesulfonyl-ethyl ester
CAS No.:917030-10-5
Molecular Formula:C₃₅H₄₉N₂O₂₂PS
Molecular Weight:912.814
Hs Code.:

(R)-2-[(2R,3S,4R,5R,6R)-2-Acetoxymethyl-5-acetylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-phosphonooxy-tetrahydro-pyran-4-yloxy]-propionic acid 2-benzenesulfonyl-ethyl ester

Synonyms:(R)-2-[(2R,3S,4R,5R,6R)-2-Acetoxymethyl-5-acetylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-phosphonooxy-tetrahydro-pyran-4-yloxy]-propionic acid 2-benzenesulfonyl-ethyl ester

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Chemical Property of (R)-2-[(2R,3S,4R,5R,6R)-2-Acetoxymethyl-5-acetylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-phosphonooxy-tetrahydro-pyran-4-yloxy]-propionic acid 2-benzenesulfonyl-ethyl ester

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Technology Process of (R)-2-[(2R,3S,4R,5R,6R)-2-Acetoxymethyl-5-acetylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-phosphonooxy-tetrahydro-pyran-4-yloxy]-propionic acid 2-benzenesulfonyl-ethyl ester

There total 17 articles about (R)-2-[(2R,3S,4R,5R,6R)-2-Acetoxymethyl-5-acetylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-phosphonooxy-tetrahydro-pyran-4-yloxy]-propionic acid 2-benzenesulfonyl-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: 90.0%

: 917029-94-8
dibenzyl 3,4,6-tri-O-acethyl-2-deoxy-2-acetamido-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-acetyl-2-deoxy-3-O-(D-1-{[2-(phenylsulfonyl)ethoxy]carbonyl}ethyl)-α-D-glucopyranosyl phosphate

: 917030-10-5
(R)-2-[(2R,3S,4R,5R,6R)-2-Acetoxymethyl-5-acetylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-phosphonooxy-tetrahydro-pyran-4-yloxy]-propionic acid 2-benzenesulfonyl-ethyl ester

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; under 760.051 Torr;
DOI:10.1021/ja302099u

Reference yield:

: 172490-46-9
2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

: 917030-10-5
(R)-2-[(2R,3S,4R,5R,6R)-2-Acetoxymethyl-5-acetylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-phosphonooxy-tetrahydro-pyran-4-yloxy]-propionic acid 2-benzenesulfonyl-ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / pyridine / 12 h / 20 °C

2: 96 percent / HBr; AcOH / CH₂Cl₂ / 4 h / 0 - 20 °C

3: 55 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂

4: ZnCl₂; AcOH

5: 2.1 g / AcOH; Zn / tetrahydrofuran

6: 92 percent / H₂ / Pd/C / tetrahydrofuran; methanol / 2 h / 20 °C

7: tetrazole / acetonitrile / 4 h / 20 °C

8: 1.5 g / aq. hydrogen peroxide / tetrahydrofuran / 2 h / -80 - 20 °C

9: 72 percent / H₂ / Pd/C / methanol / 2 h / 20 °C / atmospheric pressure

With pyridine; 1H-tetrazole; 4 A molecular sieve; hydrogen bromide; hydrogen; dihydrogen peroxide; silver trifluoromethanesulfonate; acetic acid; zinc(II) chloride; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1135/cccc20051615

Reference yield:

: 122210-01-9,122210-05-3,145416-95-1,146864-65-5,114360-77-9
1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

: 917030-10-5
(R)-2-[(2R,3S,4R,5R,6R)-2-Acetoxymethyl-5-acetylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-phosphonooxy-tetrahydro-pyran-4-yloxy]-propionic acid 2-benzenesulfonyl-ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / HBr; AcOH / CH₂Cl₂ / 4 h / 0 - 20 °C

2: 55 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂

3: ZnCl₂; AcOH

4: 2.1 g / AcOH; Zn / tetrahydrofuran

5: 92 percent / H₂ / Pd/C / tetrahydrofuran; methanol / 2 h / 20 °C

6: tetrazole / acetonitrile / 4 h / 20 °C

7: 1.5 g / aq. hydrogen peroxide / tetrahydrofuran / 2 h / -80 - 20 °C

8: 72 percent / H₂ / Pd/C / methanol / 2 h / 20 °C / atmospheric pressure

With 1H-tetrazole; 4 A molecular sieve; hydrogen bromide; hydrogen; dihydrogen peroxide; silver trifluoromethanesulfonate; acetic acid; zinc(II) chloride; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1135/cccc20051615