(2S,5R,3E)-2-(Benzyloxymethoxy)-6-methyl-5-(benzyloxycarbonylamino)hept-3-ene

Base Information

Chemical Name:(2S,5R,3E)-2-(Benzyloxymethoxy)-6-methyl-5-(benzyloxycarbonylamino)hept-3-ene
CAS No.:154674-66-5
Molecular Formula:C₂₄H₃₁NO₄
Molecular Weight:397.514
Hs Code.:

Synonyms:(2S,5R,3E)-2-(Benzyloxymethoxy)-6-methyl-5-(benzyloxycarbonylamino)hept-3-ene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,5R,3E)-2-(Benzyloxymethoxy)-6-methyl-5-(benzyloxycarbonylamino)hept-3-ene

Chemical Property:

Purity/Quality:

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Technology Process of (2S,5R,3E)-2-(Benzyloxymethoxy)-6-methyl-5-(benzyloxycarbonylamino)hept-3-ene

There total 10 articles about (2S,5R,3E)-2-(Benzyloxymethoxy)-6-methyl-5-(benzyloxycarbonylamino)hept-3-ene 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:

: 501-53-1,94274-21-2
benzyl chloroformate

: 260978-38-9
(E)-(1R,4S)-4-Benzyloxymethoxy-1-isopropyl-pent-2-enylamine

: 154674-66-5
(2S,5R,3E)-2-(Benzyloxymethoxy)-6-methyl-5-(benzyloxycarbonylamino)hept-3-ene

Guidance literature:: With potassium hydrogencarbonate; In water; ethyl acetate; at 20 ℃;
DOI:10.1039/a905772b

Reference yield:

: 96823-34-6
Dimethyl [(3S)-3-benzyloxymethoxy-2-oxobutyl]phosphonate

: 154674-66-5
(2S,5R,3E)-2-(Benzyloxymethoxy)-6-methyl-5-(benzyloxycarbonylamino)hept-3-ene

Guidance literature:: Multi-step reaction with 6 steps

1.1: LiCl; DBU / acetonitrile / 20 h

2.1: Zn(BH₄)2 / diethyl ether / 2.5 h / -35 °C

3.1: BuLi / tetrahydrofuran / 0.25 h / 0 °C

3.2: tetrahydrofuran / 1 h / -78 °C

4.1: 91 percent / xylene / 4 h / Heating

5.1: Ba(OH)2 / methanol / 20 °C

6.1: KHCO₃ / ethyl acetate; H₂O / 20 °C

With barium dihydroxide; n-butyllithium; zinc(II) tetrahydroborate; potassium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; methanol; diethyl ether; water; ethyl acetate; acetonitrile; xylene; 1.1: Condensation / 2.1: Reduction / 3.1: Metallation / 3.2: Addition / 4.1: Rearrangement / 5.1: Deacylation / 6.1: Acylation;
DOI:10.1039/a905772b

Reference yield:

: 154674-62-1
(2S,4E)-2-(Benzyloxymethoxy)-6-methylhept-4-en-3-one

: 154674-66-5
(2S,5R,3E)-2-(Benzyloxymethoxy)-6-methyl-5-(benzyloxycarbonylamino)hept-3-ene

Guidance literature:: Multi-step reaction with 5 steps

1.1: Zn(BH₄)2 / diethyl ether / 2.5 h / -35 °C

2.1: BuLi / tetrahydrofuran / 0.25 h / 0 °C

2.2: tetrahydrofuran / 1 h / -78 °C

3.1: 91 percent / xylene / 4 h / Heating

4.1: Ba(OH)2 / methanol / 20 °C

5.1: KHCO₃ / ethyl acetate; H₂O / 20 °C

With barium dihydroxide; n-butyllithium; zinc(II) tetrahydroborate; potassium hydrogencarbonate; In tetrahydrofuran; methanol; diethyl ether; water; ethyl acetate; xylene; 1.1: Reduction / 2.1: Metallation / 2.2: Addition / 3.1: Rearrangement / 4.1: Deacylation / 5.1: Acylation;
DOI:10.1039/a905772b