methyl (3S,5R)-(+)-3-(tert-butoxycarbamoyl)-5-hydroxy-3-methyl-5-(phenyl)valerate

Base Information

Chemical Name:methyl (3S,5R)-(+)-3-(tert-butoxycarbamoyl)-5-hydroxy-3-methyl-5-(phenyl)valerate
CAS No.:1392303-22-8
Molecular Formula:C₁₈H₂₇NO₅
Molecular Weight:337.416
Hs Code.:

Synonyms:methyl (3S,5R)-(+)-3-(tert-butoxycarbamoyl)-5-hydroxy-3-methyl-5-(phenyl)valerate

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Chemical Property of methyl (3S,5R)-(+)-3-(tert-butoxycarbamoyl)-5-hydroxy-3-methyl-5-(phenyl)valerate

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Technology Process of methyl (3S,5R)-(+)-3-(tert-butoxycarbamoyl)-5-hydroxy-3-methyl-5-(phenyl)valerate

There total 4 articles about methyl (3S,5R)-(+)-3-(tert-butoxycarbamoyl)-5-hydroxy-3-methyl-5-(phenyl)valerate 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: 77.0%

: 1392303-10-4
(3R,4S,5R)-(+)-N-tert-butoxycarbonyl-3-(methoxycarbonylmethyl)-4-methyl-5-phenylisoxazolidine

: 1392303-22-8
methyl (3S,5R)-(+)-3-(tert-butoxycarbamoyl)-5-hydroxy-3-methyl-5-(phenyl)valerate

Guidance literature:: With molybdenum hexacarbonyl; In water; acetonitrile; at 90 ℃; for 2h; Inert atmosphere;
DOI:10.1002/chem.201102716

Reference yield:

: 1392302-99-6
(1R,2S)-(+)-tert-butyl [(1-phenyl-2-methyl-3-butene-1-yl)oxy]carbamate

: 1392303-22-8
methyl (3S,5R)-(+)-3-(tert-butoxycarbamoyl)-5-hydroxy-3-methyl-5-(phenyl)valerate

Guidance literature:: Multi-step reaction with 2 steps

1.1: copper diacetate; palladium dichloride / methyl orthoacetate / 0.5 h / 20 °C

1.2: 40 °C

2.1: molybdenum hexacarbonyl / water; acetonitrile / 2 h / 90 °C / Inert atmosphere

With copper diacetate; palladium dichloride; molybdenum hexacarbonyl; In methyl orthoacetate; water; acetonitrile;
DOI:10.1002/chem.201102716

Reference yield:

: 25201-44-9,52922-10-8,52922-19-7,63553-62-8,63553-63-9,103882-39-9,121842-16-8,122332-13-2,103882-41-3
(1S,2S)-2-methyl-1-phenyl-3-buten-1-ol

: 1392303-22-8
methyl (3S,5R)-(+)-3-(tert-butoxycarbamoyl)-5-hydroxy-3-methyl-5-(phenyl)valerate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triphenylphosphine / tetrahydrofuran / 0.03 h / 0 °C / Inert atmosphere

1.2: 2.5 h / 20 °C / Inert atmosphere

2.1: hydrazine hydrate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide / dichloromethane; water / 24 h / 20 °C / Inert atmosphere

4.1: copper diacetate; palladium dichloride / methyl orthoacetate / 0.5 h / 20 °C

4.2: 40 °C

5.1: molybdenum hexacarbonyl / water; acetonitrile / 2 h / 90 °C / Inert atmosphere

With copper diacetate; hydrazine hydrate; triphenylphosphine; sodium hydroxide; palladium dichloride; molybdenum hexacarbonyl; In tetrahydrofuran; dichloromethane; methyl orthoacetate; water; acetonitrile; 1.1: Mitsunobu reaction / 1.2: Mitsunobu reaction;
DOI:10.1002/chem.201102716