(5S,11S,13aR)-5-Benzyl-11-[7-(tert-butyl-dimethyl-silanyloxy)-6-oxo-heptyl]-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

Base Information

Chemical Name:(5S,11S,13aR)-5-Benzyl-11-[7-(tert-butyl-dimethyl-silanyloxy)-6-oxo-heptyl]-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone
CAS No.:887277-71-6
Molecular Formula:C₃₃H₅₂N₄O₆Si
Molecular Weight:628.885
Hs Code.:

(5S,11S,13aR)-5-Benzyl-11-[7-(tert-butyl-dimethyl-silanyloxy)-6-oxo-heptyl]-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

Synonyms:(5S,11S,13aR)-5-Benzyl-11-[7-(tert-butyl-dimethyl-silanyloxy)-6-oxo-heptyl]-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

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Chemical Property of (5S,11S,13aR)-5-Benzyl-11-[7-(tert-butyl-dimethyl-silanyloxy)-6-oxo-heptyl]-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

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Technology Process of (5S,11S,13aR)-5-Benzyl-11-[7-(tert-butyl-dimethyl-silanyloxy)-6-oxo-heptyl]-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

There total 11 articles about (5S,11S,13aR)-5-Benzyl-11-[7-(tert-butyl-dimethyl-silanyloxy)-6-oxo-heptyl]-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone 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: 86.0%

: 887277-70-5
(5S,11S,13aR)-5-Benzyl-11-[7-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-heptyl]-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

: 887277-71-6
(5S,11S,13aR)-5-Benzyl-11-[7-(tert-butyl-dimethyl-silanyloxy)-6-oxo-heptyl]-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 25 ℃; for 3h;
DOI:10.1016/j.bmc.2005.12.063

Reference yield:

: 887277-60-3
Boc-L-Ae₉-Aib-L-Phe-D-Pro-OtBu

: 887277-71-6
(5S,11S,13aR)-5-Benzyl-11-[7-(tert-butyl-dimethyl-silanyloxy)-6-oxo-heptyl]-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / 3 h / 0 °C

2: 87 percent / [O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium]PF₆; DIEA / dimethylformamide / 3 h

3: 100 percent / 4-methylmorpholine-N-oxide; water / microencapsulated osmium tetroxide / acetone; acetonitrile / 18 h

4: 91 percent / diisopropylethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 8 h

5: 86 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / 25 °C

With dmap; water; Dess-Martin periodane; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; HATU; osmium(VIII) oxide; In dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/j.bmc.2005.12.063

Reference yield:

: 887277-64-7
cyclo(-L-Ae₉-Aib-L-Phe-D-Pro-)

: 887277-71-6
(5S,11S,13aR)-5-Benzyl-11-[7-(tert-butyl-dimethyl-silanyloxy)-6-oxo-heptyl]-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / 4-methylmorpholine-N-oxide; water / microencapsulated osmium tetroxide / acetone; acetonitrile / 18 h

2: 91 percent / diisopropylethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 8 h

3: 86 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / 25 °C

With dmap; water; Dess-Martin periodane; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; osmium(VIII) oxide; In dichloromethane; acetone; acetonitrile;
DOI:10.1016/j.bmc.2005.12.063