(3R,4R,5S)-1-benzyl-3-hydroxy-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidinium (S)-carboxy-phenyl-methanolate

Base Information

Chemical Name:(3R,4R,5S)-1-benzyl-3-hydroxy-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidinium (S)-carboxy-phenyl-methanolate
CAS No.:1018478-38-0
Molecular Formula:C₈H₈O₃*C₄₄H₄₉NO₄
Molecular Weight:808.027
Hs Code.:

Synonyms:(3R,4R,5S)-1-benzyl-3-hydroxy-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidinium (S)-carboxy-phenyl-methanolate

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Chemical Property of (3R,4R,5S)-1-benzyl-3-hydroxy-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidinium (S)-carboxy-phenyl-methanolate

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Technology Process of (3R,4R,5S)-1-benzyl-3-hydroxy-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidinium (S)-carboxy-phenyl-methanolate

There total 5 articles about (3R,4R,5S)-1-benzyl-3-hydroxy-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidinium (S)-carboxy-phenyl-methanolate 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:

: 1006901-40-1
1-benzyl-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidin-3-ol

: 17199-29-0
(S)-Mandelic acid

: 1018478-38-0
(3R,4R,5S)-1-benzyl-3-hydroxy-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidinium (S)-carboxy-phenyl-methanolate

Guidance literature:: 1-benzyl-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidin-3-ol; (S)-Mandelic acid; In tetrahydrofuran; at 65 ℃; for 0.0166667h;

In tetrahydrofuran; hexane; at 20 - 65 ℃; for 15h;

Reference yield:

: (rac-3R,4R,5S)-1-benzyl-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidin-3-ol

: 17199-29-0
(S)-Mandelic acid

: 1018478-38-0
(3R,4R,5S)-1-benzyl-3-hydroxy-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidinium (S)-carboxy-phenyl-methanolate

Guidance literature:: In tetrahydrofuran; hexane; at 20 - 60 ℃; for 3h; Purification / work up;

Reference yield:

: 1006865-32-2
1-bromo-4-((S)-3-methoxy-2-methyl-propoxymethyl)-benzene

: 1018478-38-0
(3R,4R,5S)-1-benzyl-3-hydroxy-4-[4-((S)-3-methoxy-2-methyl-propoxymethyl)-phenyl]-5-trityloxymethyl-piperidinium (S)-carboxy-phenyl-methanolate

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium; ethylene dibromide / tetrahydrofuran / 1 h / 60 °C / Heating / reflux

1.2: 16 h / 20 - 40 °C

2.1: pyridine; thionyl chloride / 0.08 h / 0 °C

3.1: borane-THF / tetrahydrofuran / 18 h / 0 - 20 °C

3.2: 10 °C

3.3: 4 h / 60 °C

4.1: tetrahydrofuran / 0.02 h / 65 °C

4.2: 15 h / 20 - 65 °C

With pyridine; thionyl chloride; borane-THF; magnesium; ethylene dibromide; In tetrahydrofuran;