[2-[1-(benzyloxycarbonylamino-methyl)-3-hydroxymethyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-1-(3,4-dimethoxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[2-[1-(benzyloxycarbonylamino-methyl)-3-hydroxymethyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-1-(3,4-dimethoxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester
CAS No.:880263-03-6
Molecular Formula:C₃₇H₄₇N₃O₁₀
Molecular Weight:693.794
Hs Code.:

[2-[1-(benzyloxycarbonylamino-methyl)-3-hydroxymethyl-6,7-dimethoxy-3,4-dihydro-1<i>H</i>-isoquinolin-2-yl]-1-(3,4-dimethoxy-benzyl)-2-oxo-ethyl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:[2-[1-(benzyloxycarbonylamino-methyl)-3-hydroxymethyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-1-(3,4-dimethoxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

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Chemical Property of [2-[1-(benzyloxycarbonylamino-methyl)-3-hydroxymethyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-1-(3,4-dimethoxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

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Technology Process of [2-[1-(benzyloxycarbonylamino-methyl)-3-hydroxymethyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-1-(3,4-dimethoxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

There total 7 articles about [2-[1-(benzyloxycarbonylamino-methyl)-3-hydroxymethyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-1-(3,4-dimethoxy-benzyl)-2-oxo-ethyl]-carbamic acid 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: 80.0%

: 880263-02-5
((1R,3S)-3-Hydroxymethyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-carbamic acid benzyl ester

: 127095-97-0
(2S)-2-[(tert-butoxycarbonyl)amino]-3-(3,4-dimethoxyphenyl)propanoic acid

: 880263-03-6
[2-[1-(benzyloxycarbonylamino-methyl)-3-hydroxymethyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-1-(3,4-dimethoxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; for 4h;
DOI:10.1016/j.bmcl.2005.11.069

Reference yield:

: 880262-98-6
(1R,3S)-1-(Benzyloxycarbonylamino-methyl)-6,7-dihydroxy-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester

: 880263-03-6
[2-[1-(benzyloxycarbonylamino-methyl)-3-hydroxymethyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-1-(3,4-dimethoxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / acetic anhydride / 4 h

2: 90 percent / K₂CO₃ / acetone / Heating

3: 85 percent / HCl / methanol / 4 h / Heating

4: 83 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 - 20 °C

5: 80 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride; Et₃N / CH₂Cl₂ / 4 h

With hydrogenchloride; lithium aluminium tetrahydride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; acetic anhydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1016/j.bmcl.2005.11.069

Reference yield:

: 880263-00-3
(1R,3S)-1-(Benzyloxycarbonylamino-methyl)-2-formyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester

: 880263-03-6
[2-[1-(benzyloxycarbonylamino-methyl)-3-hydroxymethyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-1-(3,4-dimethoxy-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / HCl / methanol / 4 h / Heating

2: 83 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 - 20 °C

3: 80 percent / bis(2-oxo-3-oxazolidinyl)phosphinic chloride; Et₃N / CH₂Cl₂ / 4 h

With hydrogenchloride; lithium aluminium tetrahydride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2005.11.069