(2S,3R,4R,5S,6R)-2-((S)-Amino-phenyl-methyl)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with trifluoro-acetic acid

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-2-((S)-Amino-phenyl-methyl)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with trifluoro-acetic acid
CAS No.:136171-90-9
Molecular Formula:C₂HF₃O₂*C₁₃H₁₉NO₅
Molecular Weight:383.322
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-2-((S)-Amino-phenyl-methyl)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with trifluoro-acetic acid

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Chemical Property of (2S,3R,4R,5S,6R)-2-((S)-Amino-phenyl-methyl)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with trifluoro-acetic acid

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Technology Process of (2S,3R,4R,5S,6R)-2-((S)-Amino-phenyl-methyl)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with trifluoro-acetic acid

There total 14 articles about (2S,3R,4R,5S,6R)-2-((S)-Amino-phenyl-methyl)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with trifluoro-acetic acid 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: 97.0%

: 947490-57-5
[(S)-Phenyl-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl]-carbamic acid tert-butyl ester

: 76-05-1
trifluoroacetic acid

: 136171-90-9
(2S,3R,4R,5S,6R)-2-((S)-Amino-phenyl-methyl)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with trifluoro-acetic acid

Guidance literature:: [(S)-Phenyl-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl]-carbamic acid tert-butyl ester; With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 4h;

trifluoroacetic acid; at 20 ℃; for 0.5h; Further stages.;
DOI:10.1039/b705750d

Reference yield:

: 136034-22-5
(R)-Phenyl-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanol

: 136171-90-9
(2S,3R,4R,5S,6R)-2-((S)-Amino-phenyl-methyl)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with trifluoro-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / hydrazoic acid; DEAD; triphenylphosphine / toluene / 1 h / 20 °C

2.1: 85 percent / H₂ / Pd/CaCO₃/Pb / methanol / 6 h

3.1: H₂ / Pd/C / methanol / 4 h / 20 °C

3.2: 97 percent / 0.5 h / 20 °C

With hydrogen azide; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; Lindlar's catalyst; In methanol; toluene;
DOI:10.1039/b705750d

Reference yield:

: 947589-42-6
(2S,3S,4R,5R,6R)-2-((S)-Azido-phenyl-methyl)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran

: 136171-90-9
(2S,3R,4R,5S,6R)-2-((S)-Amino-phenyl-methyl)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with trifluoro-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / H₂ / Pd/CaCO₃/Pb / methanol / 6 h

2.1: H₂ / Pd/C / methanol / 4 h / 20 °C

2.2: 97 percent / 0.5 h / 20 °C

With hydrogen; palladium on activated charcoal; Lindlar's catalyst; In methanol;
DOI:10.1039/b705750d