6-Isoquinolinecarboxylicacid,decahydro-2-methyl-,methylester,(4aalpha,6alpha,8abta)-(9CI)

Base Information

Chemical Name:6-Isoquinolinecarboxylicacid,decahydro-2-methyl-,methylester,(4aalpha,6alpha,8abta)-(9CI)
CAS No.:775538-49-3
Molecular Formula:C₁₂H₂₁NO₂
Molecular Weight:211.304
Hs Code.:
Mol file:775538-49-3.mol

Synonyms:6-Isoquinolinecarboxylicacid, decahydro-2-methyl-, methyl ester, (4aa,6a,8ab)- (9CI)

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Chemical Property of 6-Isoquinolinecarboxylicacid,decahydro-2-methyl-,methylester,(4aalpha,6alpha,8abta)-(9CI)

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Technology Process of 6-Isoquinolinecarboxylicacid,decahydro-2-methyl-,methylester,(4aalpha,6alpha,8abta)-(9CI)

There total 15 articles about 6-Isoquinolinecarboxylicacid,decahydro-2-methyl-,methylester,(4aalpha,6alpha,8abta)-(9CI) 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:

: 3685-22-1,3685-26-5,17419-81-7
4-hydroxycyclohexanecarboxylic acid

: 775538-49-3
(4aS,6S,8aR)-2-Methyl-decahydro-isoquinoline-6-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 91.1 percent / diethyl ether / 25 °C

2: Celite, pyridinium chlorochromate (PCC) / CH₂Cl₂ / 3 h / 25 °C

3: p-toluenesulfonic aicd monohydrate, 2,2-dimethoxypropane / benzene / Heating

4: 60 percent / tetrahydrofuran; toluene / 1.) 0 deg C 1 h, 2.) 25 deg C, 3 h

5: 87.3 percent / 2N aq. HCl / tetrahydrofuran / 24 h / 25 °C

6: NaOMe / methanol / 48 h / Heating

7: 96 percent / NaBH₄ / methanol / 0.25 h / 0 °C

8: 92.4 percent / pyridine / 120 h / 25 °C

9: 1.) O₃, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 30 min, 2.) MeOH, 0 deg C, 1 h

10: 85 percent / sodium azide / dimethylformamide / 3 h / 85 °C

11: 67 percent / pyridine / 3 h / 25 °C

12: 58.9 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 25 °C / 1551.4 Torr

13: methanol; H₂O / 1 h / 80 °C

14: NaBH₄ / methanol; H₂O / 1 h / 0 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; sodium azide; Celite; hydrogen; sodium methylate; toluene-4-sulfonic acid; ozone; 2,2-dimethoxy-propane; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00362a012

Reference yield:

: 99-96-7
4-hydroxy-benzoic acid

: 775538-49-3
(4aS,6S,8aR)-2-Methyl-decahydro-isoquinoline-6-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 15 steps

1: 97 percent / H₂ / 5percent Rh/Al₂O₃ / methanol / 24 h / 25 °C / 2585.7 Torr

2: 91.1 percent / diethyl ether / 25 °C

3: Celite, pyridinium chlorochromate (PCC) / CH₂Cl₂ / 3 h / 25 °C

4: p-toluenesulfonic aicd monohydrate, 2,2-dimethoxypropane / benzene / Heating

5: 60 percent / tetrahydrofuran; toluene / 1.) 0 deg C 1 h, 2.) 25 deg C, 3 h

6: 87.3 percent / 2N aq. HCl / tetrahydrofuran / 24 h / 25 °C

7: NaOMe / methanol / 48 h / Heating

8: 96 percent / NaBH₄ / methanol / 0.25 h / 0 °C

9: 92.4 percent / pyridine / 120 h / 25 °C

10: 1.) O₃, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 30 min, 2.) MeOH, 0 deg C, 1 h

11: 85 percent / sodium azide / dimethylformamide / 3 h / 85 °C

12: 67 percent / pyridine / 3 h / 25 °C

13: 58.9 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 25 °C / 1551.4 Torr

14: methanol; H₂O / 1 h / 80 °C

15: NaBH₄ / methanol; H₂O / 1 h / 0 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; sodium azide; Celite; hydrogen; sodium methylate; toluene-4-sulfonic acid; ozone; 2,2-dimethoxy-propane; pyridinium chlorochromate; palladium on activated charcoal; Rh/Al₂O₃; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00362a012

Reference yield:

: 6297-22-9
4-carbomethoxycyclohexanone

: 775538-49-3
(4aS,6S,8aR)-2-Methyl-decahydro-isoquinoline-6-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: p-toluenesulfonic aicd monohydrate, 2,2-dimethoxypropane / benzene / Heating

2: 60 percent / tetrahydrofuran; toluene / 1.) 0 deg C 1 h, 2.) 25 deg C, 3 h

3: 87.3 percent / 2N aq. HCl / tetrahydrofuran / 24 h / 25 °C

4: NaOMe / methanol / 48 h / Heating

5: 96 percent / NaBH₄ / methanol / 0.25 h / 0 °C

6: 92.4 percent / pyridine / 120 h / 25 °C

7: 1.) O₃, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 30 min, 2.) MeOH, 0 deg C, 1 h

8: 85 percent / sodium azide / dimethylformamide / 3 h / 85 °C

9: 67 percent / pyridine / 3 h / 25 °C

10: 58.9 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 25 °C / 1551.4 Torr

11: methanol; H₂O / 1 h / 80 °C

12: NaBH₄ / methanol; H₂O / 1 h / 0 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; sodium azide; hydrogen; sodium methylate; toluene-4-sulfonic acid; ozone; 2,2-dimethoxy-propane; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00362a012