4-[(1-benzyloxymethyl-2-methylpropyl)hydroxyamino]-6-methylhept-2-ynoic acid tert-butyl ester

Base Information

Chemical Name:4-[(1-benzyloxymethyl-2-methylpropyl)hydroxyamino]-6-methylhept-2-ynoic acid tert-butyl ester
CAS No.:618881-57-5
Molecular Formula:C₂₄H₃₇NO₄
Molecular Weight:403.562
Hs Code.:

Synonyms:4-[(1-benzyloxymethyl-2-methylpropyl)hydroxyamino]-6-methylhept-2-ynoic acid tert-butyl ester

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Chemical Property of 4-[(1-benzyloxymethyl-2-methylpropyl)hydroxyamino]-6-methylhept-2-ynoic acid tert-butyl ester

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Technology Process of 4-[(1-benzyloxymethyl-2-methylpropyl)hydroxyamino]-6-methylhept-2-ynoic acid tert-butyl ester

There total 6 articles about 4-[(1-benzyloxymethyl-2-methylpropyl)hydroxyamino]-6-methylhept-2-ynoic 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: 78.0%

: 13831-03-3
tert-butyl prop-2-ynoate

: 618881-56-4
(R)-(1-benzyloxy-3-methyl-2-butyl)(3-methylbutylidene)amine N-oxide

: 618881-57-5
4-[(1-benzyloxymethyl-2-methylpropyl)hydroxyamino]-6-methylhept-2-ynoic acid tert-butyl ester

Guidance literature:: With n-butyllithium; lithium bromide; In tetrahydrofuran; hexane; at -78 ℃; for 24h;
DOI:10.1021/ol035470n

Reference yield:

: 4276-09-9,473-75-6
(R)-2-amino-3-methylbutanol

: 618881-57-5
4-[(1-benzyloxymethyl-2-methylpropyl)hydroxyamino]-6-methylhept-2-ynoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / NaH / tetrahydrofuran / 48 h / 66 °C

2.1: MgSO₄ / CH₂Cl₂ / 12 h / 20 °C

3.1: m-CPBA / CH₂Cl₂ / 4 h / 0 °C

3.2: 5.924 g / NH₂OH*HCl / methanol / 18 h / 20 °C

4.1: 79 percent / MgSO₄ / CH₂Cl₂ / 12 h / 20 °C

5.1: 78 percent / n-BuLi; LiBr / tetrahydrofuran; hexane / 24 h / -78 °C

With n-butyllithium; sodium hydride; magnesium sulfate; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol035470n

Reference yield:

: 100-44-7
benzyl chloride

: 618881-57-5
4-[(1-benzyloxymethyl-2-methylpropyl)hydroxyamino]-6-methylhept-2-ynoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / NaH / tetrahydrofuran / 48 h / 66 °C

2.1: MgSO₄ / CH₂Cl₂ / 12 h / 20 °C

3.1: m-CPBA / CH₂Cl₂ / 4 h / 0 °C

3.2: 5.924 g / NH₂OH*HCl / methanol / 18 h / 20 °C

4.1: 79 percent / MgSO₄ / CH₂Cl₂ / 12 h / 20 °C

5.1: 78 percent / n-BuLi; LiBr / tetrahydrofuran; hexane / 24 h / -78 °C

With n-butyllithium; sodium hydride; magnesium sulfate; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol035470n