(2S,3R,5S)-S-benzyl 2-hexyl-3-hydroxy-5-(4-methoxybenzyloxy)hexadecanethioate

Base Information

Chemical Name:(2S,3R,5S)-S-benzyl 2-hexyl-3-hydroxy-5-(4-methoxybenzyloxy)hexadecanethioate
CAS No.:1369787-83-6
Molecular Formula:C₃₇H₅₈O₄S
Molecular Weight:598.931
Hs Code.:

Synonyms:(2S,3R,5S)-S-benzyl 2-hexyl-3-hydroxy-5-(4-methoxybenzyloxy)hexadecanethioate

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Chemical Property of (2S,3R,5S)-S-benzyl 2-hexyl-3-hydroxy-5-(4-methoxybenzyloxy)hexadecanethioate

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Technology Process of (2S,3R,5S)-S-benzyl 2-hexyl-3-hydroxy-5-(4-methoxybenzyloxy)hexadecanethioate

There total 11 articles about (2S,3R,5S)-S-benzyl 2-hexyl-3-hydroxy-5-(4-methoxybenzyloxy)hexadecanethioate 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: 73.0%

: 1369787-82-5
(4S,5R)-3-((2S,3R,5S)-2-hexyl-3-hydroxy-5-(4-methoxybenzyloxy)hexadecanoyl)-4-methyl-5-phenyloxazolidin-2-one

: 100-53-8
phenylmethanethiol

: 1369787-83-6
(2S,3R,5S)-S-benzyl 2-hexyl-3-hydroxy-5-(4-methoxybenzyloxy)hexadecanethioate

Guidance literature:: phenylmethanethiol; With n-butyllithium; In tetrahydrofuran; hexane; at -10 ℃; for 0.166667h;

(4S,5R)-3-((2S,3R,5S)-2-hexyl-3-hydroxy-5-(4-methoxybenzyloxy)hexadecanoyl)-4-methyl-5-phenyloxazolidin-2-one; In tetrahydrofuran; hexane; at -10 ℃; for 0.333333h;
DOI:10.1039/c2ob06976h

Reference yield:

: 1369787-81-4
(S)-3-(4-methoxybenzyloxy)tetradecanal

: 1369787-83-6
(2S,3R,5S)-S-benzyl 2-hexyl-3-hydroxy-5-(4-methoxybenzyloxy)hexadecanethioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / -5 °C

1.2: -78 - 0 °C

1.3: 1 h / 0 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -10 °C

2.2: 0.33 h / -10 °C

With n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/c2ob06976h

Reference yield:

: 1341177-89-6
(4S,5R)-4-methyl-3-octanoyl-5-phenyloxazolidin-2-one

: 1369787-83-6
(2S,3R,5S)-S-benzyl 2-hexyl-3-hydroxy-5-(4-methoxybenzyloxy)hexadecanethioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / -5 °C

1.2: -78 - 0 °C

1.3: 1 h / 0 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -10 °C

2.2: 0.33 h / -10 °C

With n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/c2ob06976h