Glycine,N-[4-hydroxy-5-[[(1R,2S,4aS,8aS)-1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl]methyl]-3,6-dioxo-1,4-cyclohexadien-1-yl]-

Base Information

Chemical Name:Glycine,N-[4-hydroxy-5-[[(1R,2S,4aS,8aS)-1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl]methyl]-3,6-dioxo-1,4-cyclohexadien-1-yl]-
CAS No.:157207-60-8
Molecular Formula:C23H31 N O5
Molecular Weight:401.503
Hs Code.:
Mol file:157207-60-8.mol

Glycine,N-[4-hydroxy-5-[[(1R,2S,4aS,8aS)-1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl]methyl]-3,6-dioxo-1,4-cyclohexadien-1-yl]-

Synonyms:Glycine, N-[4-hydroxy-5-[(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl)methyl]-3,6-dioxo-1,4-cyclohexadien-1-yl]-,[1R-(1a,2b,4ab,8aa)]-; Nakijiquinone A

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Chemical Property of Glycine,N-[4-hydroxy-5-[[(1R,2S,4aS,8aS)-1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl]methyl]-3,6-dioxo-1,4-cyclohexadien-1-yl]-

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MSDS Files:: SDS file from LookChem

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Technology Process of Glycine,N-[4-hydroxy-5-[[(1R,2S,4aS,8aS)-1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl]methyl]-3,6-dioxo-1,4-cyclohexadien-1-yl]-

There total 18 articles about Glycine,N-[4-hydroxy-5-[[(1R,2S,4aS,8aS)-1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl]methyl]-3,6-dioxo-1,4-cyclohexadien-1-yl]- 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%

: 56-40-6,18875-39-3,25718-94-9
glycine

: 69672-66-8
[1R-(1β,2β,4aβ,8aα)]-3-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)methyl-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione

: 157207-60-8
N-[1-R-(1β,2β,4aβ,8aα)-5-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)methyl]-4-hydroxy-3,6-dioxo-1,4-cyclohexadienyl-glycine

Guidance literature:: With sodium hydrogencarbonate; In ethanol; for 24h;
DOI:10.1021/ja011413i

Reference yield:

: 26742-33-6
(4aS)-1,4aβ-dimethyl-4,4a,7,8-tetrahydronaphthalene-2,5(3H,6H)-dione-5-ethyeneacetal

: 157207-60-8
N-[1-R-(1β,2β,4aβ,8aα)-5-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)methyl]-4-hydroxy-3,6-dioxo-1,4-cyclohexadienyl-glycine

Guidance literature:: Multi-step reaction with 8 steps

1.1: Li; NH₃ / tetrahydrofuran; H₂O / 0.75 h / -78 - -33 °C

1.2: 76 percent / tetrahydrofuran; H₂O / 2 h / Heating

2.1: 98 percent / KOtBu / toluene / 4 h / Heating

3.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C

4.1: 89 percent / H₂; Et₃N / 10percent Pd/C / methanol / 12 h / 20 °C

5.1: 98 percent / KOtBu / toluene / 3 h / Heating

6.1: 95 percent / RhCl₃*H₂O / CHCl₃; ethanol / 48 h / Heating

7.1: 9.5 percent / AgO; HNO₃ / dioxane / 3 h / 20 °C

8.1: 84 percent / NaHCO₃ / ethanol / 24 h

With hydrogenchloride; silver(II) oxide; rhodium(III) chloride; potassium tert-butylate; ammonia; hydrogen; nitric acid; lithium; sodium hydrogencarbonate; triethylamine; 10percent Pd/C; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; water; toluene;
DOI:10.1021/ja011413i

Reference yield:

: 2441-46-5
1,2,4,5-tetramethoxybenzene

: 157207-60-8
N-[1-R-(1β,2β,4aβ,8aα)-5-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthyl)methyl]-4-hydroxy-3,6-dioxo-1,4-cyclohexadienyl-glycine

Guidance literature:: Multi-step reaction with 9 steps

1.1: 74 percent / HBr; AcOH / 16 h / 20 °C

2.1: Li; NH₃ / tetrahydrofuran; H₂O / 0.75 h / -78 - -33 °C

2.2: 76 percent / tetrahydrofuran; H₂O / 2 h / Heating

3.1: 98 percent / KOtBu / toluene / 4 h / Heating

4.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C

5.1: 89 percent / H₂; Et₃N / 10percent Pd/C / methanol / 12 h / 20 °C

6.1: 98 percent / KOtBu / toluene / 3 h / Heating

7.1: 95 percent / RhCl₃*H₂O / CHCl₃; ethanol / 48 h / Heating

8.1: 9.5 percent / AgO; HNO₃ / dioxane / 3 h / 20 °C

9.1: 84 percent / NaHCO₃ / ethanol / 24 h

With hydrogenchloride; silver(II) oxide; rhodium(III) chloride; potassium tert-butylate; ammonia; hydrogen bromide; hydrogen; nitric acid; lithium; sodium hydrogencarbonate; acetic acid; triethylamine; 10percent Pd/C; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; water; toluene;
DOI:10.1021/ja011413i