(1R,2R,3R,6S,7S,7aR)-1,2,7-tris(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

Base Information

Chemical Name:(1R,2R,3R,6S,7S,7aR)-1,2,7-tris(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one
CAS No.:1141494-39-4
Molecular Formula:C₃₆H₃₇NO₆
Molecular Weight:579.693
Hs Code.:

Synonyms:(1R,2R,3R,6S,7S,7aR)-1,2,7-tris(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

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Chemical Property of (1R,2R,3R,6S,7S,7aR)-1,2,7-tris(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

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Technology Process of (1R,2R,3R,6S,7S,7aR)-1,2,7-tris(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

There total 1 articles about (1R,2R,3R,6S,7S,7aR)-1,2,7-tris(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one 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: 75.0%

: 1141494-38-3
(1R,2R,3R,6R,7S,7aR)-6-acetyloxy-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-7-hydroxy-hexahydro-5H-pyrrolizin-5-one

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 1141494-39-4
(1R,2R,3R,6S,7S,7aR)-1,2,7-tris(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

Guidance literature:: (1R,2R,3R,6R,7S,7aR)-6-acetyloxy-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-7-hydroxy-hexahydro-5H-pyrrolizin-5-one; O-benzyl 2,2,2-trichloroacetimidate; With trifluorormethanesulfonic acid; In diethyl ether; at 20 ℃; for 3h; Molecular sieve; Inert atmosphere;

With ambersep 900 OH; In methanol; at 20 ℃; for 15h;
DOI:10.1002/chem.200801578

Reference yield: 75.0%

: 1141494-39-4
(1R,2R,3R,6S,7S,7aR)-1,2,7-tris(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

: 65-85-0,8013-63-6
benzoic acid

: 1194242-37-9
(1R,2R,3R,6S,7S,7aS)-1,2,7-tris(benzyloxy)-3-[(benzyloxy)methyl]-5-oxo-hexahydro-5H-pyrrolizin-6-yl benzoate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/np900435d

Reference yield: 72.0%

: 1141494-39-4
(1R,2R,3R,6S,7S,7aR)-1,2,7-tris(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

: 132201-75-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate

: 1141494-40-7
(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-O-tetra(benzyloxy)-5-oxocasuarine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at -20 - 20 ℃; Inert atmosphere; Molecular sieve;
DOI:10.1002/chem.200801578