(R)-2-[(benzyloxycarbonyl)amino]-4-(2-isopropyl-5-methylphenyl)-1-butanol

Base Information

Chemical Name:(R)-2-[(benzyloxycarbonyl)amino]-4-(2-isopropyl-5-methylphenyl)-1-butanol
CAS No.:271261-17-7
Molecular Formula:C₂₂H₂₉NO₃
Molecular Weight:355.477
Hs Code.:

Synonyms:(R)-2-[(benzyloxycarbonyl)amino]-4-(2-isopropyl-5-methylphenyl)-1-butanol

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Chemical Property of (R)-2-[(benzyloxycarbonyl)amino]-4-(2-isopropyl-5-methylphenyl)-1-butanol

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Technology Process of (R)-2-[(benzyloxycarbonyl)amino]-4-(2-isopropyl-5-methylphenyl)-1-butanol

There total 4 articles about (R)-2-[(benzyloxycarbonyl)amino]-4-(2-isopropyl-5-methylphenyl)-1-butanol 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%

: 256637-50-0
2-isopropyl-5-methylphenyl trifluoromethanesulfonate

: 271260-90-3
benzyl (4R)-2,2-dimethyl-4-vinyl-1,3-oxazolidine-3-carboxylate

: 271261-17-7
(R)-2-[(benzyloxycarbonyl)amino]-4-(2-isopropyl-5-methylphenyl)-1-butanol

Guidance literature:: benzyl (4R)-2,2-dimethyl-4-vinyl-1,3-oxazolidine-3-carboxylate; With 9-borabicyclo[3.3.1]nonane dimer; In toluene; at 80 - 85 ℃;

2-isopropyl-5-methylphenyl trifluoromethanesulfonate; With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra-(n-butyl)ammonium iodide; In toluene; at 90 ℃;

With hydrogenchloride; In methanol; for 24h; Further stages.;
DOI:10.1021/ol005645i

Reference yield:

: 31139-36-3
dibenzyl dicarbonate

: 271261-17-7
(R)-2-[(benzyloxycarbonyl)amino]-4-(2-isopropyl-5-methylphenyl)-1-butanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 8.7 g / NaHCO₃ / methanol; ethyl acetate; H₂O / biphasic

2.1: 42 percent / Pseudomonas cepecia (Amano PS-30) lipase / CH₂Cl₂ / 20 °C / Enzymatic reaction

3.1: 100 percent / BF₃*Et₂O / acetone / -20 - 20 °C

4.1: 9-BBN / toluene / 80 - 85 °C

4.2: aq. NaOH; Pd(PPh₃)4; TBAI / toluene / 90 °C

4.3: 73 percent / aq. HCl / methanol / 24 h

With 9-borabicyclo[3.3.1]nonane dimer; Pseudomonas cepecia (Amano PS-30) lipase; boron trifluoride diethyl etherate; sodium hydrogencarbonate; In methanol; dichloromethane; water; ethyl acetate; acetone; toluene; 1.1: Acylation / 2.1: Acetylation / 3.1: Condensation / 4.1: hydroboration / 4.2: Suzuki cross-coupling / 4.3: Ring cleavage;
DOI:10.1021/ol005645i

Reference yield:

: 186759-45-5
(+/-)-(1-hydroxymethallyl)carbamic acid benzyl ester

: 271261-17-7
(R)-2-[(benzyloxycarbonyl)amino]-4-(2-isopropyl-5-methylphenyl)-1-butanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 42 percent / Pseudomonas cepecia (Amano PS-30) lipase / CH₂Cl₂ / 20 °C / Enzymatic reaction

2.1: 100 percent / BF₃*Et₂O / acetone / -20 - 20 °C

3.1: 9-BBN / toluene / 80 - 85 °C

3.2: aq. NaOH; Pd(PPh₃)4; TBAI / toluene / 90 °C

3.3: 73 percent / aq. HCl / methanol / 24 h

With 9-borabicyclo[3.3.1]nonane dimer; Pseudomonas cepecia (Amano PS-30) lipase; boron trifluoride diethyl etherate; In dichloromethane; acetone; toluene; 1.1: Acetylation / 2.1: Condensation / 3.1: hydroboration / 3.2: Suzuki cross-coupling / 3.3: Ring cleavage;
DOI:10.1021/ol005645i