(2S,6S,7R,8R,9R,Z)-methyl 7,8,10-tris(benzyloxy)-2-(tert-butoxycarbonylamino)-6,9-dihydroxydec-4-enoate

Base Information

Chemical Name:(2S,6S,7R,8R,9R,Z)-methyl 7,8,10-tris(benzyloxy)-2-(tert-butoxycarbonylamino)-6,9-dihydroxydec-4-enoate
CAS No.:1072440-22-2
Molecular Formula:C₃₇H₄₇NO₉
Molecular Weight:649.781
Hs Code.:

Synonyms:(2S,6S,7R,8R,9R,Z)-methyl 7,8,10-tris(benzyloxy)-2-(tert-butoxycarbonylamino)-6,9-dihydroxydec-4-enoate

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Chemical Property of (2S,6S,7R,8R,9R,Z)-methyl 7,8,10-tris(benzyloxy)-2-(tert-butoxycarbonylamino)-6,9-dihydroxydec-4-enoate

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Technology Process of (2S,6S,7R,8R,9R,Z)-methyl 7,8,10-tris(benzyloxy)-2-(tert-butoxycarbonylamino)-6,9-dihydroxydec-4-enoate

There total 2 articles about (2S,6S,7R,8R,9R,Z)-methyl 7,8,10-tris(benzyloxy)-2-(tert-butoxycarbonylamino)-6,9-dihydroxydec-4-enoate 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: 92.0%

: 67-56-1
methanol

: 1072440-17-5
tert-butyl (3S,7S,Z)-2-oxo-7-((1R,2R,3R)-1,2,4-tris(benzyloxy)-3-hydroxybutyl)-2,3,4,7-tetrahydrooxepin-3-ylcarbamate

: 1072440-22-2
(2S,6S,7R,8R,9R,Z)-methyl 7,8,10-tris(benzyloxy)-2-(tert-butoxycarbonylamino)-6,9-dihydroxydec-4-enoate

Guidance literature:: With potassium carbonate; at 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/ol802009v

Reference yield:

: 90600-20-7
(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid

: 93125-77-0
(2R,3R,4R,5S)-1,3,4-tris(benzyloxy)hept-6-ene-2,5-diol

: 1072440-22-2
(2S,6S,7R,8R,9R,Z)-methyl 7,8,10-tris(benzyloxy)-2-(tert-butoxycarbonylamino)-6,9-dihydroxydec-4-enoate

Guidance literature:: (2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid; (2R,3R,4R,5S)-1,3,4-tris(benzyloxy)hept-6-ene-2,5-diol; With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane;

With methanol; potassium carbonate;
DOI:10.1021/jo401044x

Reference yield: 81.0%

: 1072440-22-2
(2S,6S,7R,8R,9R,Z)-methyl 7,8,10-tris(benzyloxy)-2-(tert-butoxycarbonylamino)-6,9-dihydroxydec-4-enoate

: 1072440-16-4
(2R)-methyl 4-((3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-hydroxytetrahydro-2H-pyran-2-yl)-2-(tert-butoxycarbonylamino)butanoate

Guidance literature:: (2S,6S,7R,8R,9R,Z)-methyl 7,8,10-tris(benzyloxy)-2-(tert-butoxycarbonylamino)-6,9-dihydroxydec-4-enoate; With mercury(II) trifluoroacetate;

With lithium borohydride; triethyl borane; stereoselective reaction;
DOI:10.1021/jo401044x