{4-(4-amino-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-(4-benzyloxycarbonylamino-5-hydroxy-pentanoylamino)-2-[6-(benzyloxycarbonylamino-methyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-3-hydroxy-cyclohexyl}-carbamic acid benzyl ester

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Chemical Name:{4-(4-amino-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-(4-benzyloxycarbonylamino-5-hydroxy-pentanoylamino)-2-[6-(benzyloxycarbonylamino-methyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-3-hydroxy-cyclohexyl}-carbamic acid benzyl ester
CAS No.:533923-61-4
Molecular Formula:C₄₇H₆₃N₅O₁₉
Molecular Weight:1002.04
Hs Code.:

{4-(4-amino-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-(4-benzyloxycarbonylamino-5-hydroxy-pentanoylamino)-2-[6-(benzyloxycarbonylamino-methyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-3-hydroxy-cyclohexyl}-carbamic acid benzyl ester

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Chemical Property of {4-(4-amino-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-(4-benzyloxycarbonylamino-5-hydroxy-pentanoylamino)-2-[6-(benzyloxycarbonylamino-methyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-3-hydroxy-cyclohexyl}-carbamic acid benzyl ester

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Technology Process of {4-(4-amino-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-(4-benzyloxycarbonylamino-5-hydroxy-pentanoylamino)-2-[6-(benzyloxycarbonylamino-methyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-3-hydroxy-cyclohexyl}-carbamic acid benzyl ester

There total 8 articles about {4-(4-amino-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-(4-benzyloxycarbonylamino-5-hydroxy-pentanoylamino)-2-[6-(benzyloxycarbonylamino-methyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-3-hydroxy-cyclohexyl}-carbamic acid benzyl 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:

: C₄₉H₆₂F₃N₅O₂₀

: 533923-61-4
{4-(4-amino-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-(4-benzyloxycarbonylamino-5-hydroxy-pentanoylamino)-2-[6-(benzyloxycarbonylamino-methyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-3-hydroxy-cyclohexyl}-carbamic acid benzyl ester

Guidance literature:: With ammonium hydroxide; In tetrahydrofuran; at 20 ℃; for 10h;
DOI:10.1016/S0040-4020(02)01625-3

Reference yield:

: 13139-17-8
N-(Benzyloxycarbonyloxy)succinimide

: 533923-61-4
{4-(4-amino-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-(4-benzyloxycarbonylamino-5-hydroxy-pentanoylamino)-2-[6-(benzyloxycarbonylamino-methyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-3-hydroxy-cyclohexyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Zn(OAc)2*2H₂O / dimethylsulfoxide / 12 h / 20 °C

1.2: dimethylsulfoxide / 2 h

2.1: dimethylsulfoxide / 2 h / 20 °C

3.1: tetrahydrofuran; H₂O / 48 h / 20 °C

4.1: TBAF / tetrahydrofuran / 3 h

5.1: aq. NH₃ / tetrahydrofuran / 10 h / 20 °C

With ammonium hydroxide; zinc diacetate; tetrabutyl ammonium fluoride; In tetrahydrofuran; water; dimethyl sulfoxide;
DOI:10.1016/S0040-4020(02)01625-3

Reference yield:

: 74256-73-8
3,6'-bis(N-benzyloxycarbonyl)-3-N-(trifluoroacetyl)kanamycin A

: 533923-61-4
{4-(4-amino-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-(4-benzyloxycarbonylamino-5-hydroxy-pentanoylamino)-2-[6-(benzyloxycarbonylamino-methyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-3-hydroxy-cyclohexyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran; H₂O / 48 h / 20 °C

2: TBAF / tetrahydrofuran / 3 h

3: aq. NH₃ / tetrahydrofuran / 10 h / 20 °C

With ammonium hydroxide; tetrabutyl ammonium fluoride; In tetrahydrofuran; water;
DOI:10.1016/S0040-4020(02)01625-3