(3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime

Base Information

Chemical Name:(3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime
CAS No.:852713-54-3
Molecular Formula:C₃₅H₃₂N₂O₇
Molecular Weight:592.648
Hs Code.:

(3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime

Synonyms:(3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime

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Chemical Property of (3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime

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Technology Process of (3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime

There total 1 articles about (3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime 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: 45.0%

: (2S,3R)-3-Benzyloxy-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-((2R,4S)-5-oxo-2-phenyl-[1,3]dioxan-4-yl)-propionaldehyde O-benzyl-oxime

: 852713-59-8
(3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime

: 852713-54-3
(3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime

Guidance literature:: With samarium diiodide; In tetrahydrofuran; tert-butyl alcohol; at -30 ℃; for 3h;
DOI:10.1021/jo050185y

Reference yield: 91.0%

: 852713-54-3
(3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime

: 852713-56-5
(3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-6-hydroxymethyl-3-phenyl-5,6,11b,11c-tetrahydro-1H,4aH-2,4-dioxa-6a-aza-benzo[c]fluoren-7-one

Guidance literature:: (3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime; With formaldehyd; In tetrahydrofuran; water; at 20 ℃; for 16h;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 - 20 ℃;
DOI:10.1021/jo050185y

Reference yield:

: 852713-54-3
(3R,4aS,5R,6S,11bR,11cS)-5-Benzyloxy-11b,11c-dihydroxy-7-oxo-3-phenyl-4a,5,6,7,11b,11c-hexahydro-1H-2,4-dioxa-6a-aza-benzo[c]fluorene-6-carbaldehyde O-benzyl-oxime

: C₂₈H₂₅NO₆

Guidance literature:: Multi-step reaction with 2 steps

1.1: formaldehyde / tetrahydrofuran; H₂O / 16 h / 20 °C

1.2: 91 percent / NaBH₄ / tetrahydrofuran; methanol / 0 - 20 °C

2.1: 93 percent / PPh₃; DIAD / toluene / 5 h / 20 °C

With formaldehyd; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; water; toluene; 2.1: Mitsunobu reaction;
DOI:10.1021/jo050185y