benzyl (8S,11S,14S)-5,17-bis(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-((2R)-3-{[(benzyloxy)carbonyl]amino}-2-{[tert-butyl(dimethyl)silyl]oxy}propyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.1{2,6}]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaene-8-carboxylate

Base Information

• Chemical Name: benzyl (8S,11S,14S)-5,17-bis(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-((2R)-3-{[(benzyloxy)carbonyl]amino}-2-{[tert-butyl(dimethyl)silyl]oxy}propyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.1{2,6}]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaene-8-carboxylate
• CAS No.: 849814-42-2
• Molecular Formula: C₆₆H₇₂N₄O₁₁Si
• Molecular Weight: 1125.4

Synonyms:benzyl (8S,11S,14S)-5,17-bis(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-((2R)-3-{[(benzyloxy)carbonyl]amino}-2-{[tert-butyl(dimethyl)silyl]oxy}propyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.1{2,6}]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaene-8-carboxylate

Chemical Property of benzyl (8S,11S,14S)-5,17-bis(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-((2R)-3-{[(benzyloxy)carbonyl]amino}-2-{[tert-butyl(dimethyl)silyl]oxy}propyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.1{2,6}]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaene-8-carboxylate

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Technology Process of benzyl (8S,11S,14S)-5,17-bis(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-((2R)-3-{[(benzyloxy)carbonyl]amino}-2-{[tert-butyl(dimethyl)silyl]oxy}propyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.1{2,6}]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaene-8-carboxylate

There total 1 articles about benzyl (8S,11S,14S)-5,17-bis(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-((2R)-3-{[(benzyloxy)carbonyl]amino}-2-{[tert-butyl(dimethyl)silyl]oxy}propyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.1{2,6}]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaene-8-carboxylate 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: 96.0%

t-butyldimethylsiyl triflate (69739-34-0) + benzyl 5,17-bisbenzyloxy-14(S)-benzyloxycarbonylamino-11(S)-(3-benzyloxycarbonylamino-2(R)-hydroxypropyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.12,6]-henicosa-1(19),2,4,6(21),16(20),17-hexaene-8(S)-carboxylate (134038-87-2) → benzyl (8S,11S,14S)-5,17-bis(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-((2R)-3-{[(benzyloxy)carbonyl]amino}-2-{[tert-butyl(dimethyl)silyl]oxy}propyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.1{2,6}]henicosa-1(20),2(21),3,5,16,18-hexaene-8-carboxylate (849814-42-2)

Guidance literature:

With dmap; triethylamine; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃; for 48h;

Reference yield: 99.0%

benzyl (8S,11S,14S)-5,17-bis(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-((2R)-3-{[(benzyloxy)carbonyl]amino}-2-{[tert-butyl(dimethyl)silyl]oxy}propyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.1{2,6}]henicosa-1(20),2(21),3,5,16,18-hexaene-8-carboxylate (849814-42-2) → (8S,11S,14S)-5,17-bis(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-((2R)-3-{[(benzyloxy)carbonyl]amino}-2-{[tert-butyl(dimethyl)silyl]oxy}propyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.1{2,6}]henicosa-1(20),2(21),3,5,16,18-hexaene-8-carboxylic acid (849814-43-3)

Guidance literature:

With lithium hydroxide; water; In methanol; at 20 ℃; for 12h;

upstream raw materials:

t-butyldimethylsiyl triflate

benzyl 5,17-bisbenzyloxy-14(S)-benzyloxycarbonylamino-11(S)-(3-benzyloxycarbonylamino-2(R)-hydroxypropyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.12,6]-henicosa-1(19),2,4,6(21),16(20),17-hexaene-8(S)-carboxylate

Downstream raw materials:

(8S,11S,14S)-5,17-bis(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-((2R)-3-{[(benzyloxy)carbonyl]amino}-2-{[tert-butyl(dimethyl)silyl]oxy}propyl)-10,13-dioxo-9,12-diazatricyclo[14.3.1.1{2,6}]henicosa-1⁽²⁰⁾,2⁽²¹⁾,3,5,16,18-hexaene-8-carboxylic acid

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