(5S,6S)-2-Benzyloxy-6-isopropylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol; compound with (E)-but-2-enedioic acid

Base Information

Chemical Name:(5S,6S)-2-Benzyloxy-6-isopropylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol; compound with (E)-but-2-enedioic acid
CAS No.:88628-14-2
Molecular Formula:C₄H₄O₄*2C₂₁H₂₇NO₂
Molecular Weight:766.975
Hs Code.:

Synonyms:(5S,6S)-2-Benzyloxy-6-isopropylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol; compound with (E)-but-2-enedioic acid

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Chemical Property of (5S,6S)-2-Benzyloxy-6-isopropylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol; compound with (E)-but-2-enedioic acid

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Technology Process of (5S,6S)-2-Benzyloxy-6-isopropylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol; compound with (E)-but-2-enedioic acid

There total 5 articles about (5S,6S)-2-Benzyloxy-6-isopropylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol; compound with (E)-but-2-enedioic acid 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: 84.0%

: 88628-70-0
trans-6-amino-2-benzyloxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol

: 110-17-8,26099-09-2
(2E)-but-2-enedioic acid

: 67-64-1
acetone

: 88628-14-2
(5S,6S)-2-Benzyloxy-6-isopropylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol; compound with (E)-but-2-enedioic acid

Guidance literature:: With sodium cyanoborohydride; In methanol; diethyl ether; at 5 ℃;
DOI:10.1248/cpb.31.2329

Reference yield:

: 58330-34-0
6-acetylamino-2-benzyloxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one

: 88628-14-2
(5S,6S)-2-Benzyloxy-6-isopropylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol; compound with (E)-but-2-enedioic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / NaBH₄ / methanol / 1 h / Ambient temperature

2: 68 percent / 1.) 3N NaOH; 2.) 20percent HCl/EtOH / ethanol / 4 h / Heating

3: 84 percent / 1.) NaBH₃CN; / methanol; diethyl ether / 5 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; ethanol; sodium cyanoborohydride; In methanol; diethyl ether; ethanol;
DOI:10.1248/cpb.31.2329

Reference yield:

: 35881-23-3,58330-23-7,58330-67-9
cis-6-amino-2-benzyloxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol

: 88628-14-2
(5S,6S)-2-Benzyloxy-6-isopropylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol; compound with (E)-but-2-enedioic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / methanol / 3 h / Ambient temperature

2: 86 percent / CrO₃/H₂SO₄ / acetone / Ambient temperature

3: 99 percent / NaBH₄ / methanol / 1 h / Ambient temperature

4: 68 percent / 1.) 3N NaOH; 2.) 20percent HCl/EtOH / ethanol / 4 h / Heating

5: 84 percent / 1.) NaBH₃CN; / methanol; diethyl ether / 5 °C

With chromium(VI) oxide; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; ethanol; sulfuric acid; sodium cyanoborohydride; In methanol; diethyl ether; ethanol; acetone;
DOI:10.1248/cpb.31.2329