(E)-6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-1-O,2-N-isopropylidene-2-(tert-butoxycarbonylamino)-D-erythro-L-galacto-undec-3-enitol

Base Information

Chemical Name:(E)-6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-1-O,2-N-isopropylidene-2-(tert-butoxycarbonylamino)-D-erythro-L-galacto-undec-3-enitol
CAS No.:246864-32-4
Molecular Formula:C₄₇H₅₇NO₈
Molecular Weight:763.971
Hs Code.:

Synonyms:(E)-6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-1-O,2-N-isopropylidene-2-(tert-butoxycarbonylamino)-D-erythro-L-galacto-undec-3-enitol

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Chemical Property of (E)-6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-1-O,2-N-isopropylidene-2-(tert-butoxycarbonylamino)-D-erythro-L-galacto-undec-3-enitol

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Technology Process of (E)-6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-1-O,2-N-isopropylidene-2-(tert-butoxycarbonylamino)-D-erythro-L-galacto-undec-3-enitol

There total 2 articles about (E)-6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-1-O,2-N-isopropylidene-2-(tert-butoxycarbonylamino)-D-erythro-L-galacto-undec-3-enitol 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: 48.0%

: 133697-34-4,97321-70-5
2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol

: 246864-31-3
(S)-4-((E)-2-Iodo-vinyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 246864-32-4
(E)-6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-1-O,2-N-isopropylidene-2-(tert-butoxycarbonylamino)-D-erythro-L-galacto-undec-3-enitol

Guidance literature:: 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol; With 9-borabicyclo[3.3.1]nonane dimer;

(S)-4-((E)-2-Iodo-vinyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester; With potassium phosphate; water; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; In N,N-dimethyl-formamide;
DOI:10.1039/a905014k

Reference yield:

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 246864-32-4
(E)-6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-1-O,2-N-isopropylidene-2-(tert-butoxycarbonylamino)-D-erythro-L-galacto-undec-3-enitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 60 percent / CrCl₂ / tetrahydrofuran

2.1: 9-BBN

2.2: 48 percent / K₃PO₄; H₂O / PdCl₂(dppf)*CHCl₃ / dimethylformamide

With chromium dichloride; 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; 1.1: Condensation / 2.1: Reduction / 2.2: Condensation;
DOI:10.1039/a905014k