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

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Chemical Name:(2R)-methyl 4-((3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-hydroxytetrahydro-2H-pyran-2-yl)-2-(tert-butoxycarbonylamino)butanoate
CAS No.:1072440-16-4
Molecular Formula:C₃₇H₄₇NO₉
Molecular Weight:649.781
Hs Code.:

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

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Chemical Property of (2R)-methyl 4-((3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-hydroxytetrahydro-2H-pyran-2-yl)-2-(tert-butoxycarbonylamino)butanoate

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Technology Process of (2R)-methyl 4-((3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-hydroxytetrahydro-2H-pyran-2-yl)-2-(tert-butoxycarbonylamino)butanoate

There total 3 articles about (2R)-methyl 4-((3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-hydroxytetrahydro-2H-pyran-2-yl)-2-(tert-butoxycarbonylamino)butanoate 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: 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

Reference yield:

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

: 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:: Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane

2: mercury(II) trifluoroacetate

With dmap; mercury(II) trifluoroacetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/jo401044x

Reference yield:

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

: 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:: Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane

2: mercury(II) trifluoroacetate

With dmap; mercury(II) trifluoroacetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/jo401044x