Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5-bromo-6-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

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Chemical Name:Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5-bromo-6-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester
CAS No.:130718-61-5
Molecular Formula:C₁₉H₂₁BrO₉S
Molecular Weight:505.34
Hs Code.:

Synonyms:Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5-bromo-6-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5-bromo-6-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5-bromo-6-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

There total 2 articles about Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5-bromo-6-phenoxythiocarbonyloxy-tetrahydro-pyran-3-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: 70.0%

: 3,4,6-tri-O-acetyl-2-bromo-2-deoxy-D-glucopyranose

: 1005-56-7
phenylcarbonochloridothioate

: 130718-61-5
Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5-bromo-6-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: With dmap; In acetonitrile; at 0 ℃; for 4h;
DOI:10.1016/S0040-4039(00)97480-X

Reference yield:

: 1190753-99-1
Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5,6-dibromo-tetrahydro-pyran-3-yl ester

: 130718-61-5
Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5-bromo-6-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: aq.AgNO₃ / CHCl₃

2: 70 percent / DMAP / acetonitrile / 4 h / 0 °C

With dmap; silver nitrate; In chloroform; acetonitrile;
DOI:10.1016/S0040-4039(00)97480-X

Reference yield: 83.0%

: 130718-61-5
Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5-bromo-6-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

: 2873-29-2
D-glucal triacetate

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 65 - 70 ℃;
DOI:10.1016/S0040-4039(00)97480-X