1(R)-[2-(tert-butyldimethylsiloxy)-1(R)-[[N-(phenylmethoxy)carbonyl]amino]ethyl]prop-2-enyl benzoate

Base Information

Chemical Name:1(R)-[2-(tert-butyldimethylsiloxy)-1(R)-[[N-(phenylmethoxy)carbonyl]amino]ethyl]prop-2-enyl benzoate
CAS No.:666754-29-6
Molecular Formula:C₂₆H₃₅NO₅Si
Molecular Weight:469.653
Hs Code.:

Synonyms:1(R)-[2-(tert-butyldimethylsiloxy)-1(R)-[[N-(phenylmethoxy)carbonyl]amino]ethyl]prop-2-enyl benzoate

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Chemical Property of 1(R)-[2-(tert-butyldimethylsiloxy)-1(R)-[[N-(phenylmethoxy)carbonyl]amino]ethyl]prop-2-enyl benzoate

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Technology Process of 1(R)-[2-(tert-butyldimethylsiloxy)-1(R)-[[N-(phenylmethoxy)carbonyl]amino]ethyl]prop-2-enyl benzoate

There total 4 articles about 1(R)-[2-(tert-butyldimethylsiloxy)-1(R)-[[N-(phenylmethoxy)carbonyl]amino]ethyl]prop-2-enyl benzoate 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: 98.0%

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

: 666754-28-5
(4R,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazoline

: 666754-29-6
1(R)-[2-(tert-butyldimethylsiloxy)-1(R)-[[N-(phenylmethoxy)carbonyl]amino]ethyl]prop-2-enyl benzoate

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; water; at 20 ℃; Cooling with ice;
DOI:10.1021/jo802800d

Reference yield:

: N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-benzamide

: 666754-29-6
1(R)-[2-(tert-butyldimethylsiloxy)-1(R)-[[N-(phenylmethoxy)carbonyl]amino]ethyl]prop-2-enyl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 °C

1.2: 75 percent / tetrahydrofuran / 1 h / 0 °C

2.1: 99 percent / DMAP / pyridine; CH₂Cl₂ / 12 h / 20 °C

3.1: 75 percent / K₂CO₃ / Pd(PPh₃)4 / acetonitrile / 24 h / Heating

4.1: 85 percent / NaHCO₃ / CH₂Cl₂; H₂O / 4 h / 20 °C

With dmap; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In pyridine; dichloromethane; water; acetonitrile;
DOI:10.3987/com-03-s(p)12

Reference yield:

: 666754-26-3
(-)-N-[(R)-2-hydroxy-1-(tert-butyldimethylsilanyloxymethyl)but-3-enyl]benzamide

: 666754-29-6
1(R)-[2-(tert-butyldimethylsiloxy)-1(R)-[[N-(phenylmethoxy)carbonyl]amino]ethyl]prop-2-enyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / DMAP / pyridine; CH₂Cl₂ / 12 h / 20 °C

2: 75 percent / K₂CO₃ / Pd(PPh₃)4 / acetonitrile / 24 h / Heating

3: 85 percent / NaHCO₃ / CH₂Cl₂; H₂O / 4 h / 20 °C

With dmap; sodium hydrogencarbonate; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In pyridine; dichloromethane; water; acetonitrile;
DOI:10.3987/com-03-s(p)12