(1S,1'S,6R,6'R,7S,7'S,8R,8'R)-N,N'-bis(7-(benzyloxymethyl)bicyclo<4.3.0>non-3-en-8-yl)-N,N'-bis(tert-butoxycarbonyl)-1,3-diaminopropane

Base Information

Chemical Name:(1S,1'S,6R,6'R,7S,7'S,8R,8'R)-N,N'-bis(7-(benzyloxymethyl)bicyclo<4.3.0>non-3-en-8-yl)-N,N'-bis(tert-butoxycarbonyl)-1,3-diaminopropane
CAS No.:173555-96-9
Molecular Formula:C₄₇H₆₆N₂O₆
Molecular Weight:755.051
Hs Code.:

Synonyms:

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Chemical Property of (1S,1'S,6R,6'R,7S,7'S,8R,8'R)-N,N'-bis(7-(benzyloxymethyl)bicyclo<4.3.0>non-3-en-8-yl)-N,N'-bis(tert-butoxycarbonyl)-1,3-diaminopropane

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Technology Process of (1S,1'S,6R,6'R,7S,7'S,8R,8'R)-N,N'-bis(7-(benzyloxymethyl)bicyclo<4.3.0>non-3-en-8-yl)-N,N'-bis(tert-butoxycarbonyl)-1,3-diaminopropane

There total 1 articles about (1S,1'S,6R,6'R,7S,7'S,8R,8'R)-N,N'-bis(7-(benzyloxymethyl)bicyclo<4.3.0>non-3-en-8-yl)-N,N'-bis(tert-butoxycarbonyl)-1,3-diaminopropane 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: 95.0%

: 24424-99-5
di-tert-butyl dicarbonate

: (1S,1'S,6R,6'R,7S,7'S,8R,8'RS)-N,N'-bis(7-(benzyloxymethyl)bicyclo<4.3.0>non-3-en-8-yl)-1,3-diaminopropane

: 173555-96-9
(1S,1'S,6R,6'R,7S,7'S,8R,8'R)-N,N'-bis(7-(benzyloxymethyl)bicyclo<4.3.0>non-3-en-8-yl)-N,N'-bis(tert-butoxycarbonyl)-1,3-diaminopropane

Guidance literature:: In dichloromethane; Ambient temperature;
DOI:10.1021/jo951647i

Reference yield:

: 173555-96-9
(1S,1'S,6R,6'R,7S,7'S,8R,8'R)-N,N'-bis(7-(benzyloxymethyl)bicyclo<4.3.0>non-3-en-8-yl)-N,N'-bis(tert-butoxycarbonyl)-1,3-diaminopropane

: 112455-84-2,117065-24-4
haliclonadiamine

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / H₂ / Pd/C / ethanol / 8 h

2: N-methylmorpholine N-oxide, 4 Angstroem molecular sieves, tetrapropylammonium perruthenate / CH₂Cl₂ / 0.33 h / Ambient temperature

3: potassium tert-butoxide / tetrahydrofuran / 12 h / -78 °C

4: 1.) azoisobutyronitrile, Bu₃SnH, 2.) PdCl₂(PPh₃)2, CuI, air / 1) toluene, rt --> reflux, 30 min, reflux, 3 h; 2) N,N-dimethylacetamide, 41 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrapropylammonium perruthennate; air; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; potassium tert-butylate; hydrogen; tri-n-butyl-tin hydride; 4-methylmorpholine N-oxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo951647i

Reference yield:

: 173555-96-9
(1S,1'S,6R,6'R,7S,7'S,8R,8'R)-N,N'-bis(7-(benzyloxymethyl)bicyclo<4.3.0>non-3-en-8-yl)-N,N'-bis(tert-butoxycarbonyl)-1,3-diaminopropane

: 112455-84-2,117065-24-4
papuamine

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / H₂ / Pd/C / ethanol / 8 h

2: N-methylmorpholine N-oxide, 4 Angstroem molecular sieves, tetrapropylammonium perruthenate / CH₂Cl₂ / 0.33 h / Ambient temperature

3: potassium tert-butoxide / tetrahydrofuran / 12 h / -78 °C

4: 94 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 0 °C

5: 1.) azoisobutyronitrile, Bu₃SnH, 2.) PdCl₂(PPh₃)2, CuI, air / 1) toluene, rt --> reflux, 30 min, reflux, 3 h; 2) DMF, 29 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrapropylammonium perruthennate; air; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; potassium tert-butylate; hydrogen; tri-n-butyl-tin hydride; 4-methylmorpholine N-oxide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo951647i