methyl (4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

Base Information

Chemical Name:methyl (4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate
CAS No.:321380-49-8
Molecular Formula:C₅₂H₅₂Cl₃NO₁₄
Molecular Weight:1021.34
Hs Code.:

methyl (4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

Synonyms:methyl (4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

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Chemical Property of methyl (4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

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Technology Process of methyl (4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

There total 1 articles about methyl (4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate 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: 60.0%

: 321380-30-7
methyl (benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

: 321380-43-2
4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose

: Acetic acid (2R,3R,4R,5R,6R)-4-benzyloxy-2-benzyloxymethyl-5,6-bis-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-3-yl ester

: 321380-49-8
methyl (4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

Guidance literature:: methyl (benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate; 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose; With 4 A molecular sieve; In dichloromethane; at 20 ℃; for 1h;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; toluene; at -15 ℃; for 0.166667h;
DOI:10.1016/S0008-6215(00)00234-2

Reference yield:

: 321380-49-8
methyl (4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

: 321380-69-2
(2R,3S,4R,5R,6R)-3-((2S,3R,4R,5R,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-4,6-bis-benzyloxy-5-hydroxy-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / Bu₃SnH; AIBN / benzene / 20 - 80 °C

2.1: H₂O₂; LiOH / tetrahydrofuran / 0 - 20 °C

2.2: 82 percent / NaOH / methanol / 5 h / 20 °C

With lithium hydroxide; 2,2'-azobis(isobutyronitrile); dihydrogen peroxide; tri-n-butyl-tin hydride; In tetrahydrofuran; benzene;
DOI:10.1016/S0008-6215(00)00234-2

Reference yield:

: 321380-49-8
methyl (4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosid)uronate

: sodium (sodium 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-sulfonato-β-D-galactopyranosyl)-(1->4)-(sodium benzyl 3-O-benzyl-2-O-sulfonato-α-L-idopyranosid)uronate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / Bu₃SnH; AIBN / benzene / 20 - 80 °C

2.1: H₂O₂; LiOH / tetrahydrofuran / 0 - 20 °C

2.2: 82 percent / NaOH / methanol / 5 h / 20 °C

3.1: SO₃*Me₃N / 48 h / 50 °C

3.2: 68 percent / Sephadex SP C₂₅ [Na⁺] / CH₂Cl₂; methanol; H₂O

With lithium hydroxide; 2,2'-azobis(isobutyronitrile); trimethyl-sulfo-ammonium betaine; dihydrogen peroxide; tri-n-butyl-tin hydride; In tetrahydrofuran; benzene;
DOI:10.1016/S0008-6215(00)00234-2