tert-butyl (2S,3S)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate

Base Information

Chemical Name:tert-butyl (2S,3S)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate
CAS No.:1292308-89-4
Molecular Formula:C₂₃H₃₇NO₄
Molecular Weight:391.551
Hs Code.:

Synonyms:tert-butyl (2S,3S)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate

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Chemical Property of tert-butyl (2S,3S)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate

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Technology Process of tert-butyl (2S,3S)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate

There total 5 articles about tert-butyl (2S,3S)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate 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: 71.5%

: C₁₉H₂₉NO₄

: 7103-09-5
4-but-1-enylmagnesium bromide

: 1246843-27-5
tert-butyl (2S,3R)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate

: 1292308-89-4
tert-butyl (2S,3S)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate

Guidance literature:: C₁₉H₂₉NO₄; 4-but-1-enylmagnesium bromide; In tetrahydrofuran; at -78 - -5 ℃; for 4.5h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; Inert atmosphere;
DOI:10.1021/ol101801u

Reference yield:

: 1246843-26-4
(S)-tert-butyl 3-(4-tert-butoxyphenyl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl(methyl)carbamate

: 1292308-89-4
tert-butyl (2S,3S)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere

2: tetrahydrofuran / Inert atmosphere

With lithium aluminium tetrahydride; In tetrahydrofuran;
DOI:10.1016/j.bmc.2011.01.027

Reference yield:

: 47375-34-8
Boc-Tyr(t-Bu)-OH

: 1292308-89-4
tert-butyl (2S,3S)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere

4: tetrahydrofuran / Inert atmosphere

With lithium aluminium tetrahydride; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.01.027