[(S,E)-1-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)nonadec-4-en-3-yl]-bis carbamic acid tert-butyl ester

Base Information

Chemical Name:[(S,E)-1-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)nonadec-4-en-3-yl]-bis carbamic acid tert-butyl ester
CAS No.:906651-98-7
Molecular Formula:C₆₃H₈₉NO₉
Molecular Weight:1004.4
Hs Code.:

Synonyms:[(S,E)-1-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)nonadec-4-en-3-yl]-bis carbamic acid tert-butyl ester

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Chemical Property of [(S,E)-1-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)nonadec-4-en-3-yl]-bis carbamic acid tert-butyl ester

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Technology Process of [(S,E)-1-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)nonadec-4-en-3-yl]-bis carbamic acid tert-butyl ester

There total 5 articles about [(S,E)-1-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)nonadec-4-en-3-yl]-bis carbamic acid tert-butyl 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: 90.0%

: 906652-12-8
{(E)-(S)-1-[2-((2R,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-heptadec-2-enyl}-carbamic acid tert-butyl ester

: 24424-99-5
di-tert-butyl dicarbonate

: 906651-98-7
[(S,E)-1-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)nonadec-4-en-3-yl]-bis carbamic acid tert-butyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;
DOI:10.1021/ol0613057

Reference yield:

: 906651-94-3
(R,E)-2-methyl-N-(3-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propylidene)propane-2-sulfinamide

: 906651-98-7
[(S,E)-1-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)nonadec-4-en-3-yl]-bis carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: zirconocene hydrochloride / CH₂Cl₂ / 0.08 h / 20 °C

1.2: trimethylaluminum / CH₂Cl₂ / 5 h / 0 - 20 °C

1.3: 72 percent / HCl / CH₂Cl₂; methanol; H₂O / 1 h / 20 °C

2.1: 96 percent / triethylamine; DMAP / CH₂Cl₂ / 1 h / 20 °C

3.1: 90 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

With dmap; n-butyllithium; zirconocene hydrochloride; triethylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol0613057

Reference yield:

: 906652-11-7
(S,E)-1-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)nonadec-4-en-3-amine

: 906651-98-7
[(S,E)-1-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)nonadec-4-en-3-yl]-bis carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / triethylamine; DMAP / CH₂Cl₂ / 1 h / 20 °C

2: 90 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

With dmap; n-butyllithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol0613057