(2R,3S,4S,5S,6S)-2-Aminomethyl-4-((1S,2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-hydroxy-cyclohexylamino)-6-methoxy-tetrahydro-pyran-3,5-diol

Base Information

Chemical Name:(2R,3S,4S,5S,6S)-2-Aminomethyl-4-((1S,2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-hydroxy-cyclohexylamino)-6-methoxy-tetrahydro-pyran-3,5-diol
CAS No.:172291-51-9
Molecular Formula:C₃₅H₄₆N₂O₈
Molecular Weight:622.759
Hs Code.:

(2R,3S,4S,5S,6S)-2-Aminomethyl-4-((1S,2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-hydroxy-cyclohexylamino)-6-methoxy-tetrahydro-pyran-3,5-diol

Synonyms:(2R,3S,4S,5S,6S)-2-Aminomethyl-4-((1S,2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-hydroxy-cyclohexylamino)-6-methoxy-tetrahydro-pyran-3,5-diol

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Chemical Property of (2R,3S,4S,5S,6S)-2-Aminomethyl-4-((1S,2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-hydroxy-cyclohexylamino)-6-methoxy-tetrahydro-pyran-3,5-diol

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Technology Process of (2R,3S,4S,5S,6S)-2-Aminomethyl-4-((1S,2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-hydroxy-cyclohexylamino)-6-methoxy-tetrahydro-pyran-3,5-diol

There total 9 articles about (2R,3S,4S,5S,6S)-2-Aminomethyl-4-((1S,2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-hydroxy-cyclohexylamino)-6-methoxy-tetrahydro-pyran-3,5-diol 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:

: 172291-50-8
methyl 6-azido-3,6-dideoxy-3-(3,4,6-tri-O-benzyl-5a-carba-α-D-mannopyranosylamino)-α-D-mannopyranoside

: 172291-51-9
(2R,3S,4S,5S,6S)-2-Aminomethyl-4-((1S,2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-hydroxy-cyclohexylamino)-6-methoxy-tetrahydro-pyran-3,5-diol

Guidance literature:: With hydrogen; Raney-Ni T-4; In ethanol; for 4h; under 760 Torr; Ambient temperature;
DOI:10.1016/0008-6215(95)00121-9

Reference yield:

: 14193-51-2,686298-97-5
methyl 3-amino-3-deoxy-α-D-mannopyranoside

: 172291-51-9
(2R,3S,4S,5S,6S)-2-Aminomethyl-4-((1S,2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-hydroxy-cyclohexylamino)-6-methoxy-tetrahydro-pyran-3,5-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / ethanol / 1 h / Ambient temperature

2: 87 percent / pyridine / 7 h / 0 °C

3: 93 percent / NaN₃ / H₂O; dimethylformamide / 4 h / 100 °C

4: 90 percent / TFA / CHCl₃ / 0.75 h / Ambient temperature

5: 61 percent / propan-2-ol / 48 h / 120 °C

6: H₂ / Raney-Ni T-4 / ethanol / 4 h / 760 Torr / Ambient temperature

With pyridine; sodium azide; hydrogen; trifluoroacetic acid; Raney-Ni T-4; In ethanol; chloroform; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/0008-6215(95)00121-9

Reference yield:

: 100-39-0
benzyl bromide

: 172291-51-9
(2R,3S,4S,5S,6S)-2-Aminomethyl-4-((1S,2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-hydroxy-cyclohexylamino)-6-methoxy-tetrahydro-pyran-3,5-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, 1 h

2: 61 percent / propan-2-ol / 48 h / 120 °C

3: H₂ / Raney-Ni T-4 / ethanol / 4 h / 760 Torr / Ambient temperature

With hydrogen; sodium hydride; Raney-Ni T-4; In ethanol; isopropyl alcohol;
DOI:10.1016/0008-6215(95)00121-9