Carbonic acid (1S,3R)-1-[(R)-1-tert-butoxycarbonylamino-2-(5-tert-butoxycarbonyloxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-3-hydroxymethyl-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-yl ester tert-butyl ester

Base Information

Chemical Name:Carbonic acid (1S,3R)-1-[(R)-1-tert-butoxycarbonylamino-2-(5-tert-butoxycarbonyloxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-3-hydroxymethyl-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-yl ester tert-butyl ester
CAS No.:127103-56-4
Molecular Formula:C₄₀H₆₀N₂O₁₃
Molecular Weight:776.922
Hs Code.:

Carbonic acid (1S,3R)-1-[(R)-1-tert-butoxycarbonylamino-2-(5-tert-butoxycarbonyloxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-3-hydroxymethyl-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-yl ester tert-butyl ester

Synonyms:Carbonic acid (1S,3R)-1-[(R)-1-tert-butoxycarbonylamino-2-(5-tert-butoxycarbonyloxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-3-hydroxymethyl-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-yl ester tert-butyl ester

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Chemical Property of Carbonic acid (1S,3R)-1-[(R)-1-tert-butoxycarbonylamino-2-(5-tert-butoxycarbonyloxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-3-hydroxymethyl-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-yl ester tert-butyl ester

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Technology Process of Carbonic acid (1S,3R)-1-[(R)-1-tert-butoxycarbonylamino-2-(5-tert-butoxycarbonyloxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-3-hydroxymethyl-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-yl ester tert-butyl ester

There total 9 articles about Carbonic acid (1S,3R)-1-[(R)-1-tert-butoxycarbonylamino-2-(5-tert-butoxycarbonyloxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-3-hydroxymethyl-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-yl ester tert-butyl ester 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:

: 82622-02-4
5-(benzyloxy)-2,4-dimethoxy-3-methylbenzaldehyde

: 127103-56-4
Carbonic acid (1S,3R)-1-[(R)-1-tert-butoxycarbonylamino-2-(5-tert-butoxycarbonyloxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-3-hydroxymethyl-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-yl ester tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 86 percent / t-BuOK, t-BuOH / tetrahydrofuran / 0 °C

2: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 80 °C / 51714.8 Torr

3: Et₃N / CH₂Cl₂ / Heating

4: Et₃N, DMAP / CH₂Cl₂ / -15 °C

5: 1.) t-BuOK, t-BuOH, 2.) DBU / 1.) THF, -78 deg C, 2.) 0 deg C

7: 99 percent / H₂ / Raney Ni-W₂ / ethanol / 120 °C / 77572.2 Torr

8: 85 percent / NaBH₃CN, TFA / methanol / 23 °C

9: 1.) DMAP, 2.) NaBH₄ / 1.) DMF, 60 deg C, 2.) EtOH, 0 deg C

With dmap; sodium tetrahydroborate; potassium tert-butylate; hydrogen; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; tert-butyl alcohol; palladium on activated charcoal; Raney Ni-W₂; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/ja00165a095

Reference yield:

: 127103-52-0
1-Acetyl-3-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-piperazine-2,5-dione

: 127103-56-4
Carbonic acid (1S,3R)-1-[(R)-1-tert-butoxycarbonylamino-2-(5-tert-butoxycarbonyloxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-3-hydroxymethyl-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-yl ester tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N / CH₂Cl₂ / Heating

2: Et₃N, DMAP / CH₂Cl₂ / -15 °C

3: 1.) t-BuOK, t-BuOH, 2.) DBU / 1.) THF, -78 deg C, 2.) 0 deg C

5: 99 percent / H₂ / Raney Ni-W₂ / ethanol / 120 °C / 77572.2 Torr

6: 85 percent / NaBH₃CN, TFA / methanol / 23 °C

7: 1.) DMAP, 2.) NaBH₄ / 1.) DMF, 60 deg C, 2.) EtOH, 0 deg C

With dmap; sodium tetrahydroborate; potassium tert-butylate; hydrogen; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; tert-butyl alcohol; Raney Ni-W₂; In methanol; ethanol; dichloromethane;
DOI:10.1021/ja00165a095

Reference yield:

: 1-Acetyl-3-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-benzyl]-piperazine-2,5-dione

: 127103-56-4
Carbonic acid (1S,3R)-1-[(R)-1-tert-butoxycarbonylamino-2-(5-tert-butoxycarbonyloxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-3-hydroxymethyl-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-yl ester tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N, DMAP / CH₂Cl₂ / -15 °C

2: 1.) t-BuOK, t-BuOH, 2.) DBU / 1.) THF, -78 deg C, 2.) 0 deg C

4: 99 percent / H₂ / Raney Ni-W₂ / ethanol / 120 °C / 77572.2 Torr

5: 85 percent / NaBH₃CN, TFA / methanol / 23 °C

6: 1.) DMAP, 2.) NaBH₄ / 1.) DMF, 60 deg C, 2.) EtOH, 0 deg C

With dmap; sodium tetrahydroborate; potassium tert-butylate; hydrogen; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; tert-butyl alcohol; Raney Ni-W₂; In methanol; ethanol; dichloromethane;
DOI:10.1021/ja00165a095