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

Base Information

Chemical Name:((1R,3S)-3-Hydroxymethyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-carbamic acid benzyl ester
CAS No.:880263-02-5
Molecular Formula:C₂₁H₂₆N₂O₅
Molecular Weight:386.448
Hs Code.:

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

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Chemical Property of ((1R,3S)-3-Hydroxymethyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-carbamic acid benzyl ester

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Technology Process of ((1R,3S)-3-Hydroxymethyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-carbamic acid benzyl ester

There total 6 articles about ((1R,3S)-3-Hydroxymethyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-carbamic acid benzyl 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: 83.0%

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

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

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
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

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

Guidance literature:: Multi-step reaction with 4 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

With hydrogenchloride; lithium aluminium tetrahydride; acetic anhydride; potassium carbonate; In tetrahydrofuran; methanol; 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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With hydrogenchloride; lithium aluminium tetrahydride; In tetrahydrofuran; methanol;
DOI:10.1016/j.bmcl.2005.11.069