(S)-2-Amino-1-((2R,3S,4S,5S,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethanol

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Chemical Name:(S)-2-Amino-1-((2R,3S,4S,5S,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethanol
CAS No.:106445-46-9
Molecular Formula:C₃₅H₃₉NO₆
Molecular Weight:569.698
Hs Code.:

Synonyms:(S)-2-Amino-1-((2R,3S,4S,5S,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethanol

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Chemical Property of (S)-2-Amino-1-((2R,3S,4S,5S,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethanol

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Technology Process of (S)-2-Amino-1-((2R,3S,4S,5S,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethanol

There total 8 articles about (S)-2-Amino-1-((2R,3S,4S,5S,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethanol 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:

: 106445-44-7
benzyl 2,3,4-tri-O-benzyl-β-L-glycero-D-manno-heptopyranurononitrile

: 106445-46-9
(S)-2-Amino-1-((2R,3S,4S,5S,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethanol

Guidance literature:: With lithium aluminium tetrahydride; In various solvent(s); at 0 ℃; for 0.166667h; Yield given;
DOI:10.1016/0008-6215(86)80013-1

Reference yield:

: 77455-30-2
benzyl 6-O-triphenylmethyl-α-D-mannopyranoside

: 106445-46-9
(S)-2-Amino-1-((2R,3S,4S,5S,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydroxide / dimethylsulfoxide / 1.5 h / Ambient temperature

2: trifluoroacetic acid / dioxane; methanol / Heating

3: oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -60 °C

4: 34 percent / pyridine / 0 deg C, 2 h, RT, 24 h

5: lithium aluminum hydride / various solvent(s) / 0.17 h / 0 °C

With pyridine; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0008-6215(86)80013-1

Reference yield:

: 15548-45-5
(2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

: 106445-46-9
(S)-2-Amino-1-((2R,3S,4S,5S,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-ethanol

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / pyridine, 4-dimethylaminopyridine / 72 h / 40 °C

2: sodium hydroxide / dimethylsulfoxide / 1.5 h / Ambient temperature

3: trifluoroacetic acid / dioxane; methanol / Heating

4: oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -60 °C

5: 34 percent / pyridine / 0 deg C, 2 h, RT, 24 h

6: lithium aluminum hydride / various solvent(s) / 0.17 h / 0 °C

With pyridine; dmap; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0008-6215(86)80013-1