(S,S)-8-acetamido-9-benzoxybenzolactam-V₈

Base Information

Chemical Name:(S,S)-8-acetamido-9-benzoxybenzolactam-V₈
CAS No.:247197-46-2
Molecular Formula:C₂₄H₃₁N₃O₄
Molecular Weight:425.528
Hs Code.:

(S,S)-8-acetamido-9-benzoxybenzolactam-V<sub>8</sub>

Synonyms:(S,S)-8-acetamido-9-benzoxybenzolactam-V₈

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Chemical Property of (S,S)-8-acetamido-9-benzoxybenzolactam-V₈

Chemical Property:

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Technology Process of (S,S)-8-acetamido-9-benzoxybenzolactam-V₈

There total 16 articles about (S,S)-8-acetamido-9-benzoxybenzolactam-V₈ 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: 96.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 247197-44-0
N-(9-benzyloxy-5-hydroxymethyl-2-isopropyl-3-oxo-1,2,3,4,5,6-hexahydro-benzo[e][1,4]diazocin-8-yl)-acetamide

: 247197-46-2
(S,S)-8-acetamido-9-benzoxybenzolactam-V₈

Guidance literature:: With sodium cyanoborohydride; acetic acid; In acetonitrile; at 0 ℃; for 0.5h;
DOI:10.1021/jo990605h

Reference yield:

: 1080-06-4
L-Tyr-OMe

: 247197-46-2
(S,S)-8-acetamido-9-benzoxybenzolactam-V₈

Guidance literature:: Multi-step reaction with 15 steps

1.1: 100 percent / NaOH; NaHCO₃ / H₂O; CHCl₃ / 2 h

2.1: 85 percent / La(NO₃)2*6H₂O; NaNO₃; 6N HCl / CH₂Cl₂ / 6 h / 0 - 20 °C

3.1: H₂ / Pd/C / ethyl acetate / 22800 Torr

4.1: 80 percent / Et₃N / CH₂Cl₂ / 2 h / -10 °C

5.1: LiBH₄ / tetrahydrofuran / 5 h / 20 °C

6.1: 78 percent / pyridine / 8 h / 20 °C

7.1: 36 percent / HNO₃ / acetic anhydride / -13 °C

8.1: Na₂CO₃ / methanol; H₂O / 2 h

9.1: 81 percent / K₂CO₃ / dimethylformamide / 3 h / 50 °C

10.1: 10 percent KOH / methanol / 50 °C

10.2: 81 percent / NaHCO₃ / 32 h

11.1: 90 percent / pyridine / 0.17 h / 50 °C

12.1: SnCl₂ / ethanol / 1 h / Heating

13.1: 81 percent / 2,6-lutidine / 1,2-dichloro-ethane / 72 h / 70 °C

14.1: NaOH / H₂O; methanol

14.2: TFA / CH₂Cl₂ / 1 h / -10 °C

14.3: 63 percent / DPPA; Et₃N / dimethylformamide / 18 h / 0 - 20 °C

15.1: 96 percent / NaCNBH₃; HOAc / acetonitrile / 0.5 h / 0 °C

With 2,6-dimethylpyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium nitrate; lithium borohydride; lanthanum nitrate; hydrogen; nitric acid; sodium cyanoborohydride; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; acetic acid; triethylamine; tin(ll) chloride; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; chloroform; water; acetic anhydride; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; 1.1: NH2-protection / 2.1: Nitration / 3.1: Reduction / 4.1: Acetylation / 5.1: Reduction / 6.1: Acetylation / 7.1: Nitration / 8.1: Deacetylation / 9.1: Substitution / 10.1: Hydrolysis / 10.2: NH2-protection / 11.1: Acetylation / 12.1: Reduction / 13.1: Substitution / 14.1: Hydrolysis / 14.2: NH2-deprotection / 14.3: Cyclization / 15.1: Methylation;
DOI:10.1021/jo990605h

Reference yield:

: 60-18-4,18875-48-4,25619-78-7,30704-25-7
L-tyrosine

: 247197-46-2
(S,S)-8-acetamido-9-benzoxybenzolactam-V₈

Guidance literature:: Multi-step reaction with 16 steps

1.1: SOCl₂ / Heating

2.1: 100 percent / NaOH; NaHCO₃ / H₂O; CHCl₃ / 2 h

3.1: 85 percent / La(NO₃)2*6H₂O; NaNO₃; 6N HCl / CH₂Cl₂ / 6 h / 0 - 20 °C

4.1: H₂ / Pd/C / ethyl acetate / 22800 Torr

5.1: 80 percent / Et₃N / CH₂Cl₂ / 2 h / -10 °C

6.1: LiBH₄ / tetrahydrofuran / 5 h / 20 °C

7.1: 78 percent / pyridine / 8 h / 20 °C

8.1: 36 percent / HNO₃ / acetic anhydride / -13 °C

9.1: Na₂CO₃ / methanol; H₂O / 2 h

10.1: 81 percent / K₂CO₃ / dimethylformamide / 3 h / 50 °C

11.1: 10 percent KOH / methanol / 50 °C

11.2: 81 percent / NaHCO₃ / 32 h

12.1: 90 percent / pyridine / 0.17 h / 50 °C

13.1: SnCl₂ / ethanol / 1 h / Heating

14.1: 81 percent / 2,6-lutidine / 1,2-dichloro-ethane / 72 h / 70 °C

15.1: NaOH / H₂O; methanol

15.2: TFA / CH₂Cl₂ / 1 h / -10 °C

15.3: 63 percent / DPPA; Et₃N / dimethylformamide / 18 h / 0 - 20 °C

16.1: 96 percent / NaCNBH₃; HOAc / acetonitrile / 0.5 h / 0 °C

With 2,6-dimethylpyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium nitrate; lithium borohydride; thionyl chloride; lanthanum nitrate; hydrogen; nitric acid; sodium cyanoborohydride; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; acetic acid; triethylamine; tin(ll) chloride; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; chloroform; water; acetic anhydride; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Esterification / 2.1: NH2-protection / 3.1: Nitration / 4.1: Reduction / 5.1: Acetylation / 6.1: Reduction / 7.1: Acetylation / 8.1: Nitration / 9.1: Deacetylation / 10.1: Substitution / 11.1: Hydrolysis / 11.2: NH2-protection / 12.1: Acetylation / 13.1: Reduction / 14.1: Substitution / 15.1: Hydrolysis / 15.2: NH2-deprotection / 15.3: Cyclization / 16.1: Methylation;
DOI:10.1021/jo990605h