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

Base Information

Chemical Name:(4S,5S)-7-chloro-4-hydroxy-5-methoxymethoxy-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine
CAS No.:926035-12-3
Molecular Formula:C₁₉H₂₂ClNO₅S
Molecular Weight:411.906
Hs Code.:

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

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

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

There total 3 articles about (4S,5S)-7-chloro-4-hydroxy-5-methoxymethoxy-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: 47.0%

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

: 108-05-4,9003-20-7
vinyl acetate

: 926035-11-2
(4R,5R)-4-acetoxy-7-chloro-5-methoxymethoxy-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

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

Guidance literature:: With Lipase QLM; di-isopropyl ether; at 65 ℃; for 24h;
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

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

Guidance literature:: Multi-step reaction with 2 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

With borane-THF; Lipase QLM; di-isopropyl ether; In tetrahydrofuran;
DOI:10.3987/COM-06-S(O)42

Reference yield:

: 193686-76-9
7-chloro-1-(4-methylbenzenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,1,1,3,3,3-hexamethyldisilazane; DMPU / tetrahydrofuran / 1 h / -78 °C

1.2: 98 percent / tetrahydrofuran / -78 - 20 °C

2.1: BH₃-THF / tetrahydrofuran / 20 °C

2.2: 79 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 7.5 h / 20 °C

3.1: 46 percent / isopropyl ether; Lipase QLM / 24 h / 65 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; borane-THF; Lipase QLM; di-isopropyl ether; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran;
DOI:10.3987/COM-06-S(O)42