((7S,10S,13S)-7-cyclopropylaminomethyl-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-13-yl)-carbamic acid benzyl ester

Base Information

• Chemical Name: ((7S,10S,13S)-7-cyclopropylaminomethyl-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-13-yl)-carbamic acid benzyl ester
• CAS No.: 1020257-87-7
• Molecular Formula: C₃₂H₄₄N₄O₅
• Molecular Weight: 564.725

Synonyms:((7S,10S,13S)-7-cyclopropylaminomethyl-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-13-yl)-carbamic acid benzyl ester

Chemical Property of ((7S,10S,13S)-7-cyclopropylaminomethyl-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-13-yl)-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of ((7S,10S,13S)-7-cyclopropylaminomethyl-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-13-yl)-carbamic acid benzyl ester

There total 12 articles about ((7S,10S,13S)-7-cyclopropylaminomethyl-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-13-yl)-carbamic acid benzyl 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: 68.0%

CAT811 (1020257-24-2) + Cyclopropylamine (765-30-0) → ((7S,10S,13S)-7-cyclopropylaminomethyl-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1(18),15(19),16-trien-13-yl)-carbamic acid benzyl ester (1020257-87-7)

Guidance literature:

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; for 22.5h; Inert atmosphere;

Reference yield:

methyl (2S)-2-[(2S)-2-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[4-(prop-2-en-1-yloxy)phenyl]propanamido]-4-methylpentanamido]pent-4-enoate (1020257-18-4) → ((7S,10S,13S)-7-cyclopropylaminomethyl-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1(18),15(19),16-trien-13-yl)-carbamic acid benzyl ester (1020257-87-7)

Guidance literature:

Multi-step reaction with 7 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dicyclohexylboron chloride / 1,1,2-trichloroethane / 0.67 h / Inert atmosphere; Microwave irradiation; Reflux

2: hydrogen; palladium 10% on activated carbon / ethyl acetate / 18 h / 20 °C / 760.05 Torr

3: hydrogenchloride / water; 1,4-dioxane / 16 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

5: lithium aluminium tetrahydride / tetrahydrofuran; methanol; diethyl ether / 19 h / 20 °C / Inert atmosphere; Cooling with ice

6: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 2 h / Inert atmosphere; Cooling with ice

7: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 22.5 h / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; lithium aluminium tetrahydride; palladium 10% on activated carbon; dicyclohexylboron chloride; hydrogen; sulfur trioxide pyridine complex; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; 1,1,2-trichloroethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

(7S,10S,13S)-13-tert-butoxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1(18),4,15(19),16-tetraene-7-carboxylic acid methyl ester (1154425-05-4) → ((7S,10S,13S)-7-cyclopropylaminomethyl-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1(18),15(19),16-trien-13-yl)-carbamic acid benzyl ester (1020257-87-7)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 18 h / 20 °C / 760.05 Torr

2: hydrogenchloride / water; 1,4-dioxane / 16 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

4: lithium aluminium tetrahydride / tetrahydrofuran; methanol; diethyl ether / 19 h / 20 °C / Inert atmosphere; Cooling with ice

5: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 2 h / Inert atmosphere; Cooling with ice

6: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 22.5 h / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; sulfur trioxide pyridine complex; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

upstream raw materials:

N-(tert-butyloxycarbonyl)-O-allyl-(S)-tyrosine

methyl (L)-leucinate hydrochloride

(S)-2-[(S)-3-(4-allyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-4-methyl-pentanoic acid methyl ester

CAT₈₁₁

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