benzyl N-benzyl-N-(5-((2R,3R,4S,5R,6R)-3,5-bis(benzyloxy)-6-(benzyloxymethyl)-4-hydroxytetrahydro-2H-pyran-2-yloxy)pentyl)carbamate

Base Information

Chemical Name:benzyl N-benzyl-N-(5-((2R,3R,4S,5R,6R)-3,5-bis(benzyloxy)-6-(benzyloxymethyl)-4-hydroxytetrahydro-2H-pyran-2-yloxy)pentyl)carbamate
CAS No.:1447700-80-2
Molecular Formula:C₄₇H₅₃NO₈
Molecular Weight:759.94
Hs Code.:

Synonyms:benzyl N-benzyl-N-(5-((2R,3R,4S,5R,6R)-3,5-bis(benzyloxy)-6-(benzyloxymethyl)-4-hydroxytetrahydro-2H-pyran-2-yloxy)pentyl)carbamate

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Chemical Property of benzyl N-benzyl-N-(5-((2R,3R,4S,5R,6R)-3,5-bis(benzyloxy)-6-(benzyloxymethyl)-4-hydroxytetrahydro-2H-pyran-2-yloxy)pentyl)carbamate

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Technology Process of benzyl N-benzyl-N-(5-((2R,3R,4S,5R,6R)-3,5-bis(benzyloxy)-6-(benzyloxymethyl)-4-hydroxytetrahydro-2H-pyran-2-yloxy)pentyl)carbamate

There total 4 articles about benzyl N-benzyl-N-(5-((2R,3R,4S,5R,6R)-3,5-bis(benzyloxy)-6-(benzyloxymethyl)-4-hydroxytetrahydro-2H-pyran-2-yloxy)pentyl)carbamate 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: 90.0%

: 1447700-79-9
benzyl N-benzyl-N-(5-((2R,3R,4S,5S,6R)-3,5-bis(benzyloxy)-6-(benzyloxymethyl)-4-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yloxy)pentyl)carbamate

: 1447700-80-2
benzyl N-benzyl-N-(5-((2R,3R,4S,5R,6R)-3,5-bis(benzyloxy)-6-(benzyloxymethyl)-4-hydroxytetrahydro-2H-pyran-2-yloxy)pentyl)carbamate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 - 25 ℃; for 2h;
DOI:10.1021/ja403609x

Reference yield:

: 949489-26-3
p-tolyl 3-O-(p-methoxybenzyl)-1-thio-β-D-galactopyranoside

: 1447700-80-2
benzyl N-benzyl-N-(5-((2R,3R,4S,5R,6R)-3,5-bis(benzyloxy)-6-(benzyloxymethyl)-4-hydroxytetrahydro-2H-pyran-2-yloxy)pentyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / 12 h / 0 - 40 °C

2.1: dichloromethane / 1 h / 20 °C / Molecular sieve

2.2: 3 h / -30 °C

3.1: sodium methylate / methanol / 10 h / 20 °C / Inert atmosphere

4.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

4.2: 2 h / 25 °C / Inert atmosphere

5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / water; dichloromethane / 2 h / 0 - 25 °C

With pyridine; sodium methylate; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ja403609x

Reference yield:

: 1447700-78-8
(2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-(5-(benzyloxycarbonylamino)pentyloxy)-4-(4-methoxybenzyloxy)tetrahydro-2H-pyran-3,5-diyl diacetate

: 1447700-80-2
benzyl N-benzyl-N-(5-((2R,3R,4S,5R,6R)-3,5-bis(benzyloxy)-6-(benzyloxymethyl)-4-hydroxytetrahydro-2H-pyran-2-yloxy)pentyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / methanol / 10 h / 20 °C / Inert atmosphere

2.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

2.2: 2 h / 25 °C / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / water; dichloromethane / 2 h / 0 - 25 °C

With sodium methylate; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ja403609x