rel-(1R,5S,6S,8S)-3-thioxo-4,8-diphenyl-5-methyl-2,7-dioxa-4-azabicyclo<4.3.0>nonane

Base Information

Chemical Name:rel-(1R,5S,6S,8S)-3-thioxo-4,8-diphenyl-5-methyl-2,7-dioxa-4-azabicyclo<4.3.0>nonane
CAS No.:109788-34-3
Molecular Formula:C₁₉H₁₉NO₂S
Molecular Weight:325.431
Hs Code.:

Synonyms:rel-(1R,5S,6S,8S)-3-thioxo-4,8-diphenyl-5-methyl-2,7-dioxa-4-azabicyclo<4.3.0>nonane

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Chemical Property of rel-(1R,5S,6S,8S)-3-thioxo-4,8-diphenyl-5-methyl-2,7-dioxa-4-azabicyclo<4.3.0>nonane

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Technology Process of rel-(1R,5S,6S,8S)-3-thioxo-4,8-diphenyl-5-methyl-2,7-dioxa-4-azabicyclo<4.3.0>nonane

There total 4 articles about rel-(1R,5S,6S,8S)-3-thioxo-4,8-diphenyl-5-methyl-2,7-dioxa-4-azabicyclo<4.3.0>nonane 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: 16.0%

: 103-72-0
phenyl isothiocyanate

: 100590-27-0,109788-19-4,109788-20-7,109788-22-9,109788-23-0,109788-24-1,109800-80-8,114843-96-8
rel-(1'R,2S,3R,5S)-2-(1'-iodoethyl)-3-hydroxy-5-phenyl-tetrahydrofuran

: 109788-33-2,109838-02-0
rel-(1R,5S,6S,8S)-3-(N-phenylimino)-8-phenyl-5-methyl-2,7-dioxa-4-thiabicyclo<4.3.0>nonane

: 109788-34-3
rel-(1R,5S,6S,8S)-3-thioxo-4,8-diphenyl-5-methyl-2,7-dioxa-4-azabicyclo<4.3.0>nonane

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/jo00227a023

Reference yield:

: 109788-11-6
1-phenyl-1-oxo-3-hydroxy-4-hexyne

: 109788-34-3
rel-(1R,5R,6S,8S)-3-thioxo-4,8-diphenyl-5-methyl-2,7-dioxa-4-azabicyclo<4.3.0>nonane

Guidance literature:: Multi-step reaction with 3 steps

1: NaBH₄ / ethanol / 2 h / Ambient temperature

2: 100 percent / H₂ / Linder catalyst / ethanol / 0.33 h / Ambient temperature

3: 1.) I₂, NaHCO₃, 2.) NaH / 1.) Et₂O, water, 0 deg C, 24 h, 2.) THF, from 0 deg C to RT, overnight

With sodium tetrahydroborate; hydrogen; iodine; sodium hydride; sodium hydrogencarbonate; Lindlar's catalyst; In ethanol;
DOI:10.1021/jo00227a023

Reference yield:

: 109788-12-7,109788-13-8
syn-1-phenyl-4-hexyne-1,3-diol

: 109788-34-3
rel-(1R,5R,6S,8S)-3-thioxo-4,8-diphenyl-5-methyl-2,7-dioxa-4-azabicyclo<4.3.0>nonane

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / Linder catalyst / ethanol / 0.33 h / Ambient temperature

2: 1.) I₂, NaHCO₃, 2.) NaH / 1.) Et₂O, water, 0 deg C, 24 h, 2.) THF, from 0 deg C to RT, overnight

With hydrogen; iodine; sodium hydride; sodium hydrogencarbonate; Lindlar's catalyst; In ethanol;
DOI:10.1021/jo00227a023