{(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-but-3-enyl}-carbamic acid allyl ester

Base Information

Chemical Name:{(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-but-3-enyl}-carbamic acid allyl ester
CAS No.:899442-11-6
Molecular Formula:C₁₉H₂₆N₂O₄
Molecular Weight:346.426
Hs Code.:

Synonyms:{(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-but-3-enyl}-carbamic acid allyl ester

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Chemical Property of {(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-but-3-enyl}-carbamic acid allyl ester

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Technology Process of {(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-but-3-enyl}-carbamic acid allyl ester

There total 2 articles about {(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-but-3-enyl}-carbamic acid allyl 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:

: 170642-23-6
(S,S)-pseudoephedrine D-allylglycinamide

: 2937-50-0
Allyl chloroformate

: 899442-11-6
{(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-but-3-enyl}-carbamic acid allyl ester

Guidance literature:: With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃;
DOI:10.1021/ol060848d

Reference yield:

: 170115-96-5
2-amino-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylacetamide

: 899442-11-6
{(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-but-3-enyl}-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA; lithium chloride / tetrahydrofuran; hexane / 2 h / 0 - 5 °C

1.2: tetrahydrofuran; hexane / 2 h / 0 - 5 °C

2.1: 38.0 g / Na₂CO₃ / dioxane; H₂O / 0 - 20 °C

With sodium carbonate; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane; water;
DOI:10.1021/ol060848d

Reference yield:

: 899442-11-6
{(R)-1-[((1S,2S)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-but-3-enyl}-carbamic acid allyl ester

: 899442-18-3
Toluene-4-sulfonic acid (Z)-(R)-7-allyloxycarbonylamino-deca-5,9-dienyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 77 percent / NaOH / methanol; H₂O / 3 h / Heating

2.1: N-methyl-morpholine; isobutyl chloroformate / CH₂Cl₂ / 3 h / -30 °C

2.2: 70 percent / CH₂Cl₂ / 20 °C

3.1: 77 percent / lithium aluminum hydride / diethyl ether / 1 h / 20 °C

4.1: KHMDS / tetrahydrofuran; toluene / 1.5 h / 0 °C

4.2: 55 percent / tetrahydrofuran; toluene / 2 h / -78 - 20 °C

5.1: 91 percent / PPTS / methanol / 3 h / 20 °C

6.1: 87 percent / triethylamine; DMAP / CH₂Cl₂ / 0 - 20 °C

With 4-methyl-morpholine; dmap; sodium hydroxide; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; triethylamine; isobutyl chloroformate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; 4.2: Wittig reaction;
DOI:10.1021/ol060848d