(2S,3E)-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)-2-benzyloxymethylhex-3-enoic acid 8-phenylmenthyl ester

Base Information

Chemical Name:(2S,3E)-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)-2-benzyloxymethylhex-3-enoic acid 8-phenylmenthyl ester
CAS No.:1059067-67-2
Molecular Formula:C₄₄H₆₁NO₆Si
Molecular Weight:728.057
Hs Code.:

Synonyms:(2S,3E)-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)-2-benzyloxymethylhex-3-enoic acid 8-phenylmenthyl ester

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Chemical Property of (2S,3E)-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)-2-benzyloxymethylhex-3-enoic acid 8-phenylmenthyl ester

Chemical Property:

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Technology Process of (2S,3E)-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)-2-benzyloxymethylhex-3-enoic acid 8-phenylmenthyl ester

There total 1 articles about (2S,3E)-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)-2-benzyloxymethylhex-3-enoic acid 8-phenylmenthyl 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:

: 3587-60-8
Benzyloxymethyl chloride

: 1059067-69-4
(Z)-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)hex-2-enoic acid 8-phenylmenthyl ester

: 1059067-67-2
(2S,3E)-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)-2-benzyloxymethylhex-3-enoic acid 8-phenylmenthyl ester

Guidance literature:: (Z)-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)hex-2-enoic acid 8-phenylmenthyl ester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

Benzyloxymethyl chloride; In tetrahydrofuran; hexane; at -78 ℃; for 7h; Inert atmosphere;
DOI:10.1021/ol801709c

Reference yield:

: 1059067-67-2
(2S,3E)-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)-2-benzyloxymethylhex-3-enoic acid 8-phenylmenthyl ester

: 1059067-72-9
(2R,3R,4R)-2-benzyloxycarbonylamino-2-benzyloxymethyl-6-(tertbutyldimethylsilanyloxy)-3,4-dihydroxyhexanoic acid 8-phenylmenthyl ester

Guidance literature:: With potassium osmate(VI) dihydrate; methanesulfonamide; water; potassium carbonate; 10,11-dihydroquinidine p-chlorobenzoate; potassium hexacyanoferrate(III); In tert-butyl alcohol; at 20 ℃; for 36h; optical yield given as %de; diastereoselective reaction;
DOI:10.1021/ol801709c

Reference yield:

: 1059067-67-2
(2S,3E)-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)-2-benzyloxymethylhex-3-enoic acid 8-phenylmenthyl ester

: (4S,1'E)-4-benzyloxymethyl-4-[4'-(tert-butyldimethylsilanyloxy)but-1'-enyl]oxazolidin-2-one

Guidance literature:: (2S,3E)-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilanyloxy)-2-benzyloxymethylhex-3-enoic acid 8-phenylmenthyl ester; With lithium borohydride;

With sodium hydroxide; In water; optical yield given as %ee;
DOI:10.1021/ol801709c