(3S,6R,8R,11R,13R)-3-Benzyl-4,6,8,11-tetramethyl-13-pent-4-enyl-1-oxa-4-aza-cyclotridecane-2,5-dione

Base Information

Chemical Name:(3S,6R,8R,11R,13R)-3-Benzyl-4,6,8,11-tetramethyl-13-pent-4-enyl-1-oxa-4-aza-cyclotridecane-2,5-dione
CAS No.:713143-85-2
Molecular Formula:C₂₇H₄₁NO₃
Molecular Weight:427.627
Hs Code.:

Synonyms:(3S,6R,8R,11R,13R)-3-Benzyl-4,6,8,11-tetramethyl-13-pent-4-enyl-1-oxa-4-aza-cyclotridecane-2,5-dione

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Chemical Property of (3S,6R,8R,11R,13R)-3-Benzyl-4,6,8,11-tetramethyl-13-pent-4-enyl-1-oxa-4-aza-cyclotridecane-2,5-dione

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Technology Process of (3S,6R,8R,11R,13R)-3-Benzyl-4,6,8,11-tetramethyl-13-pent-4-enyl-1-oxa-4-aza-cyclotridecane-2,5-dione

There total 3 articles about (3S,6R,8R,11R,13R)-3-Benzyl-4,6,8,11-tetramethyl-13-pent-4-enyl-1-oxa-4-aza-cyclotridecane-2,5-dione 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: 85.0%

: 713143-84-1
(3S,6R,8R,11R,13S)-3-Benzyl-13-(2-iodo-ethyl)-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridecane-2,5-dione

: 24850-33-7
allyltributylstanane

: 713143-85-2
(3S,6R,8R,11R,13R)-3-Benzyl-4,6,8,11-tetramethyl-13-pent-4-enyl-1-oxa-4-aza-cyclotridecane-2,5-dione

Guidance literature:: With 2,2'-azobis(isobutyronitrile); In benzene; for 4h; Heating;
DOI:10.1002/anie.200453663

Reference yield:

: (E)-(3S,6R,8S,11S,13S)-3-Benzyl-13-[2-(4-methoxy-benzyloxy)-ethyl]-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione

: 713143-85-2
(3S,6R,8R,11R,13R)-3-Benzyl-4,6,8,11-tetramethyl-13-pent-4-enyl-1-oxa-4-aza-cyclotridecane-2,5-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / H₂ / Pd/C / ethyl acetate / 8 h / 760 Torr

2: 82 percent / I₂; imidazole; triphenylphosphine / tetrahydrofuran / 0.33 h / 20 °C

3: 85 percent / 2,2'-azobisisobutyronitrile / benzene / 4 h / Heating

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); hydrogen; iodine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; benzene;
DOI:10.1002/anie.200453663

Reference yield:

: 713143-69-2
3-benzyl-13-(2-hydroxy-ethyl)-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridecane-2,5-dione

: 713143-85-2
(3S,6R,8R,11R,13R)-3-Benzyl-4,6,8,11-tetramethyl-13-pent-4-enyl-1-oxa-4-aza-cyclotridecane-2,5-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / I₂; imidazole; triphenylphosphine / tetrahydrofuran / 0.33 h / 20 °C

2: 85 percent / 2,2'-azobisisobutyronitrile / benzene / 4 h / Heating

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); iodine; triphenylphosphine; In tetrahydrofuran; benzene;
DOI:10.1002/anie.200453663