Isobutyric acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4S,5R,6R)-2-bromomethyl-3-(2-chloro-acetoxy)-5-phenylsulfanyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-5-iodo-2,4-dimethyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Isobutyric acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4S,5R,6R)-2-bromomethyl-3-(2-chloro-acetoxy)-5-phenylsulfanyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-5-iodo-2,4-dimethyl-tetrahydro-pyran-3-yl ester
CAS No.:221315-16-8
Molecular Formula:C₂₇H₃₃BrCl₄INO₉S
Molecular Weight:896.247
Hs Code.:

Isobutyric acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4S,5R,6R)-2-bromomethyl-3-(2-chloro-acetoxy)-5-phenylsulfanyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-5-iodo-2,4-dimethyl-tetrahydro-pyran-3-yl ester

Synonyms:Isobutyric acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4S,5R,6R)-2-bromomethyl-3-(2-chloro-acetoxy)-5-phenylsulfanyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-5-iodo-2,4-dimethyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Isobutyric acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4S,5R,6R)-2-bromomethyl-3-(2-chloro-acetoxy)-5-phenylsulfanyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-5-iodo-2,4-dimethyl-tetrahydro-pyran-3-yl ester

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Technology Process of Isobutyric acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4S,5R,6R)-2-bromomethyl-3-(2-chloro-acetoxy)-5-phenylsulfanyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-5-iodo-2,4-dimethyl-tetrahydro-pyran-3-yl ester

There total 6 articles about Isobutyric acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4S,5R,6R)-2-bromomethyl-3-(2-chloro-acetoxy)-5-phenylsulfanyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-5-iodo-2,4-dimethyl-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: 47.0%

: 545-06-2
trichloroacetonitrile

: Isobutyric acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4S,5R)-2-bromomethyl-3-(2-chloro-acetoxy)-6-hydroxy-5-phenylsulfanyl-tetrahydro-pyran-4-yloxy]-4-hydroxy-5-iodo-2,4-dimethyl-tetrahydro-pyran-3-yl ester

: 221315-16-8
Isobutyric acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4S,5R,6R)-2-bromomethyl-3-(2-chloro-acetoxy)-5-phenylsulfanyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-5-iodo-2,4-dimethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With sodium hydride; at -40 - -20 ℃;
DOI:10.1021/ja984229e

Reference yield:

: 142841-34-7
Isobutyric acid (2S,3S,4R,5R,6S)-6-acetoxy-4-hydroxy-5-iodo-2,4-dimethyl-tetrahydro-pyran-3-yl ester

: 221315-16-8
Isobutyric acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4S,5R,6R)-2-bromomethyl-3-(2-chloro-acetoxy)-5-phenylsulfanyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-5-iodo-2,4-dimethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: TMSOTf, 4 Angstroem mol. sieves / CH₂Cl₂ / -78 °C

2: CH₂Cl₂ / 0 - 25 °C

3: AgOTf, H₂O, tetramethylurea / tetrahydrofuran

4: 47 percent / NaH / -40 - -20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; water; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja984229e

Reference yield:

: 221315-19-1
Chloro-acetic acid (2S,3S,4R)-2-bromomethyl-4-hydroxy-3,4-dihydro-2H-pyran-3-yl ester

: 221315-16-8
Isobutyric acid (2S,3S,4R,5R,6S)-6-[(2S,3S,4S,5R,6R)-2-bromomethyl-3-(2-chloro-acetoxy)-5-phenylsulfanyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yloxy]-4-hydroxy-5-iodo-2,4-dimethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: TMSOTf, 4 Angstroem mol. sieves / CH₂Cl₂ / -78 °C

2: CH₂Cl₂ / 0 - 25 °C

3: AgOTf, H₂O, tetramethylurea / tetrahydrofuran

4: 47 percent / NaH / -40 - -20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; water; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja984229e