17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-benzyloxy-14-hydroxy-1'-(2-hydroxyethyl)-6,7-2',3'-indolomorphinan

Base Information

Chemical Name:17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-benzyloxy-14-hydroxy-1'-(2-hydroxyethyl)-6,7-2',3'-indolomorphinan
CAS No.:221103-39-5
Molecular Formula:C₃₅H₃₆N₂O₄
Molecular Weight:548.682
Hs Code.:

Synonyms:17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-benzyloxy-14-hydroxy-1'-(2-hydroxyethyl)-6,7-2',3'-indolomorphinan

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Chemical Property of 17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-benzyloxy-14-hydroxy-1'-(2-hydroxyethyl)-6,7-2',3'-indolomorphinan

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Technology Process of 17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-benzyloxy-14-hydroxy-1'-(2-hydroxyethyl)-6,7-2',3'-indolomorphinan

There total 6 articles about 17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-benzyloxy-14-hydroxy-1'-(2-hydroxyethyl)-6,7-2',3'-indolomorphinan 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: 89.0%

: 221103-38-4
17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-benzyloxy-14-hydroxy-1'-(2-carboethoxyethyl)-6,7-2',3'-indolomorphinan

: 221103-39-5
17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-benzyloxy-14-hydroxy-1'-(2-hydroxyethyl)-6,7-2',3'-indolomorphinan

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; toluene; at 0 ℃; for 2h;
DOI:10.1002/(SICI)1099-1344(199901)42:1<43::AID-JLCR165>3.0.CO;2-2

Reference yield:

: 2216-92-4
N-phenylglycine ethyl ester

: 221103-39-5
17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-benzyloxy-14-hydroxy-1'-(2-hydroxyethyl)-6,7-2',3'-indolomorphinan

Guidance literature:: Multi-step reaction with 5 steps

1: NaNO₂

2: Zn; AcOH

3: 64 percent / acetic acid / 5.5 h / 105 °C

4: 96 percent / potassium carbonate / dimethylformamide / 6 h / 95 °C

5: 89 percent / LiAlH₄ / tetrahydrofuran; toluene / 2 h / 0 °C

With lithium aluminium tetrahydride; potassium carbonate; acetic acid; zinc; sodium nitrite; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; toluene; 1: Nitrosation / 2: Reduction / 3: Fischer indole cyclization / 4: Etherification / 5: Reduction;
DOI:10.1002/(SICI)1099-1344(199901)42:1<43::AID-JLCR165>3.0.CO;2-2

Reference yield:

: 50270-61-6
N-ethoxycarbonylmethyl-N-nitrosoaniline

: 221103-39-5
17-(cyclopropylmethyl)-6,7-dehydro-4,5α-epoxy-3-benzyloxy-14-hydroxy-1'-(2-hydroxyethyl)-6,7-2',3'-indolomorphinan

Guidance literature:: Multi-step reaction with 4 steps

1: Zn; AcOH

2: 64 percent / acetic acid / 5.5 h / 105 °C

3: 96 percent / potassium carbonate / dimethylformamide / 6 h / 95 °C

4: 89 percent / LiAlH₄ / tetrahydrofuran; toluene / 2 h / 0 °C

With lithium aluminium tetrahydride; potassium carbonate; acetic acid; zinc; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; toluene; 1: Reduction / 2: Fischer indole cyclization / 3: Etherification / 4: Reduction;
DOI:10.1002/(SICI)1099-1344(199901)42:1<43::AID-JLCR165>3.0.CO;2-2