5(S)-<(tert-butoxycarbonyl)amino>-7-methyl-2(R)-(phenylmethyl)-1-<(2-tetrahydropyranyl)oxy>-trans-3-octene

Base Information

Chemical Name:5(S)-<(tert-butoxycarbonyl)amino>-7-methyl-2(R)-(phenylmethyl)-1-<(2-tetrahydropyranyl)oxy>-trans-3-octene
CAS No.:109687-82-3
Molecular Formula:C₂₆H₄₁NO₄
Molecular Weight:431.616
Hs Code.:

Synonyms:5(S)-<(tert-butoxycarbonyl)amino>-7-methyl-2(R)-(phenylmethyl)-1-<(2-tetrahydropyranyl)oxy>-trans-3-octene

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Chemical Property of 5(S)-<(tert-butoxycarbonyl)amino>-7-methyl-2(R)-(phenylmethyl)-1-<(2-tetrahydropyranyl)oxy>-trans-3-octene

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Technology Process of 5(S)-<(tert-butoxycarbonyl)amino>-7-methyl-2(R)-(phenylmethyl)-1-<(2-tetrahydropyranyl)oxy>-trans-3-octene

There total 11 articles about 5(S)-<(tert-butoxycarbonyl)amino>-7-methyl-2(R)-(phenylmethyl)-1-<(2-tetrahydropyranyl)oxy>-trans-3-octene 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:

: [(1S,4S)-2-Benzenesulfonyl-3-hydroxy-1-isobutyl-5-phenyl-4-(tetrahydro-pyran-2-yloxymethyl)-pentyl]-carbamic acid tert-butyl ester

: 109687-82-3
5(S)-<(tert-butoxycarbonyl)amino>-7-methyl-2(R)-(phenylmethyl)-1-<(2-tetrahydropyranyl)oxy>-trans-3-octene

Guidance literature:: With sodium amalgam; In methanol; at 0 ℃; for 4h; Yield given;
DOI:10.1021/jo00226a007

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 109687-82-3
5(S)-<(tert-butoxycarbonyl)amino>-7-methyl-2(R)-(phenylmethyl)-1-<(2-tetrahydropyranyl)oxy>-trans-3-octene

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / piridinium p-toluenosulfonate / CH₂Cl₂ / 3 h / 25 °C

2: 1.) ozone, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 5 min

3: 1.) MeLi / 1.) THF, ether, -78 deg C, 0.5 h, 2.) THF, ether, -78 deg C, 0.25 h

4: 5percent Na(Hg) / methanol / 4 h / 0 °C

With sodium amalgam; dimethylsulfide; methyllithium; pyridinium p-toluenesulfonate; ozone; In methanol; dichloromethane;
DOI:10.1021/jo00226a007

Reference yield:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: 109687-82-3
5(S)-<(tert-butoxycarbonyl)amino>-7-methyl-2(R)-(phenylmethyl)-1-<(2-tetrahydropyranyl)oxy>-trans-3-octene

Guidance literature:: Multi-step reaction with 6 steps

1: NaBH₄ / tetrahydrofuran; H₂O / 4 h / 0 °C

2: 85 percent / triethylamine / CH₂Cl₂ / 0.33 h / 0 °C

3: 1.) NaOCH₃ / 1.) THF, MeOH, 25 deg C, 0.25 h, 2.) THF, MeOH, 50 deg C, 2.5 h

4: 100 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1 h / 25 °C

5: 1.) MeLi / 1.) THF, ether, -78 deg C, 0.5 h, 2.) THF, ether, -78 deg C, 0.25 h

6: 5percent Na(Hg) / methanol / 4 h / 0 °C

With sodium tetrahydroborate; sodium amalgam; methyllithium; sodium methylate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo00226a007