(4R,5S)-7-chloro-5-methoxymethoxy-4-(p-nitrobenzoyloxy)-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

Base Information

Chemical Name:(4R,5S)-7-chloro-5-methoxymethoxy-4-(p-nitrobenzoyloxy)-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine
CAS No.:926035-15-6
Molecular Formula:C₂₆H₂₅ClN₂O₈S
Molecular Weight:561.012
Hs Code.:

Synonyms:(4R,5S)-7-chloro-5-methoxymethoxy-4-(p-nitrobenzoyloxy)-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

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Chemical Property of (4R,5S)-7-chloro-5-methoxymethoxy-4-(p-nitrobenzoyloxy)-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

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Technology Process of (4R,5S)-7-chloro-5-methoxymethoxy-4-(p-nitrobenzoyloxy)-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

There total 4 articles about (4R,5S)-7-chloro-5-methoxymethoxy-4-(p-nitrobenzoyloxy)-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine 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: 87.0%

: 926035-12-3
(4S,5S)-7-chloro-4-hydroxy-5-methoxymethoxy-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

: 62-23-7
4-nitro-benzoic acid

: 926035-15-6
(4R,5S)-7-chloro-5-methoxymethoxy-4-(p-nitrobenzoyloxy)-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 20 ℃; for 3h;
DOI:10.3987/COM-06-S(O)42

Reference yield:

: 926035-09-8
7-chloro-5-methoxymethoxy-1-(p-toluenesulfonyl)-2,3-dihydro-1H-1-benzazepine

: 926035-15-6
(4R,5S)-7-chloro-5-methoxymethoxy-4-(p-nitrobenzoyloxy)-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

Guidance literature:: Multi-step reaction with 3 steps

1.1: BH₃-THF / tetrahydrofuran / 20 °C

1.2: 79 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 7.5 h / 20 °C

2.1: 46 percent / isopropyl ether; Lipase QLM / 24 h / 65 °C

3.1: 87 percent / diethyl azodicarboxylate; triphenylphosphine / toluene; tetrahydrofuran / 3 h / 20 °C

With borane-THF; Lipase QLM; di-isopropyl ether; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; 3.1: Mitsunobu reaction;
DOI:10.3987/COM-06-S(O)42

Reference yield:

: trans-7-chloro-4-hydroxy-5-methoxymethoxy-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

: 926035-15-6
(4R,5S)-7-chloro-5-methoxymethoxy-4-(p-nitrobenzoyloxy)-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

Guidance literature:: Multi-step reaction with 2 steps

1: 46 percent / isopropyl ether; Lipase QLM / 24 h / 65 °C

2: 87 percent / diethyl azodicarboxylate; triphenylphosphine / toluene; tetrahydrofuran / 3 h / 20 °C

With Lipase QLM; di-isopropyl ether; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; 2: Mitsunobu reaction;
DOI:10.3987/COM-06-S(O)42