methyl 4(R)-benzoxy-6-(tert-butyldimethylsiloxy)-5(R)-[[N-(phenylmethoxy)carbonyl]amino]hex-2(E)-enoate

Base Information

Chemical Name:methyl 4(R)-benzoxy-6-(tert-butyldimethylsiloxy)-5(R)-[[N-(phenylmethoxy)carbonyl]amino]hex-2(E)-enoate
CAS No.:666754-30-9
Molecular Formula:C₂₈H₃₇NO₇Si
Molecular Weight:527.69
Hs Code.:

Synonyms:methyl 4(R)-benzoxy-6-(tert-butyldimethylsiloxy)-5(R)-[[N-(phenylmethoxy)carbonyl]amino]hex-2(E)-enoate

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Chemical Property of methyl 4(R)-benzoxy-6-(tert-butyldimethylsiloxy)-5(R)-[[N-(phenylmethoxy)carbonyl]amino]hex-2(E)-enoate

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Technology Process of methyl 4(R)-benzoxy-6-(tert-butyldimethylsiloxy)-5(R)-[[N-(phenylmethoxy)carbonyl]amino]hex-2(E)-enoate

There total 5 articles about methyl 4(R)-benzoxy-6-(tert-butyldimethylsiloxy)-5(R)-[[N-(phenylmethoxy)carbonyl]amino]hex-2(E)-enoate 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: 87.0%

: 5927-18-4
trimethyl phosphonoacetate

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

: 666754-30-9
methyl 4(R)-benzoxy-6-(tert-butyldimethylsiloxy)-5(R)-[[N-(phenylmethoxy)carbonyl]amino]hex-2(E)-enoate

Guidance literature:: 1(R)-[2-(tert-butyldimethylsiloxy)-1(R)-[[N-(phenylmethoxy)carbonyl]amino]ethyl]prop-2-enyl benzoate; With ozone; In ethanol; at -78 ℃;

trimethyl phosphonoacetate; With N-ethyl-N,N-diisopropylamine; lithium chloride; In acetonitrile; for 3h;
DOI:10.3987/com-03-s(p)12

Reference yield:

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

: 666754-30-9
methyl 4(R)-benzoxy-6-(tert-butyldimethylsiloxy)-5(R)-[[N-(phenylmethoxy)carbonyl]amino]hex-2(E)-enoate

Guidance literature:: Multi-step reaction with 5 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

5.1: O₃ / ethanol / -78 °C

5.2: 87 percent / LiCl; iPr₂NEt / acetonitrile / 3 h

With dmap; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; ozone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In pyridine; ethanol; 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

: 666754-30-9
methyl 4(R)-benzoxy-6-(tert-butyldimethylsiloxy)-5(R)-[[N-(phenylmethoxy)carbonyl]amino]hex-2(E)-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / DMAP / pyridine; CH₂Cl₂ / 12 h / 20 °C

2.1: 75 percent / K₂CO₃ / Pd(PPh₃)4 / acetonitrile / 24 h / Heating

3.1: 85 percent / NaHCO₃ / CH₂Cl₂; H₂O / 4 h / 20 °C

4.1: O₃ / ethanol / -78 °C

4.2: 87 percent / LiCl; iPr₂NEt / acetonitrile / 3 h

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