(-)-N-(benzyloxycarnonyl)-cis,cis-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine-2(R)-carboxylic acid

Base Information

Chemical Name:(-)-N-(benzyloxycarnonyl)-cis,cis-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine-2(R)-carboxylic acid
CAS No.:224647-28-3
Molecular Formula:C₁₉H₂₇NO₈
Molecular Weight:397.425
Hs Code.:

Synonyms:(-)-N-(benzyloxycarnonyl)-cis,cis-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine-2(R)-carboxylic acid

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Chemical Property of (-)-N-(benzyloxycarnonyl)-cis,cis-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine-2(R)-carboxylic acid

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Technology Process of (-)-N-(benzyloxycarnonyl)-cis,cis-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine-2(R)-carboxylic acid

There total 3 articles about (-)-N-(benzyloxycarnonyl)-cis,cis-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine-2(R)-carboxylic acid 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: 78.0%

: 224647-27-2
(+)-N-(benzyloxycarnonyl)-cis,cis-2(S)-<(methoxymethoxy)methyl>-4(R)-(methoxymethoxy)-6(R)-(hydroxymethyl)piperidine

: 224647-28-3
(-)-N-(benzyloxycarnonyl)-cis,cis-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine-2(R)-carboxylic acid

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; Ambient temperature;
DOI:10.1021/jo9823036

Reference yield:

: 177341-40-1
(-)-N-(benzyloxycarnonyl)-cis,cis-2(R)-(acetoxymethyl)-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine

: 224647-28-3
(-)-N-(benzyloxycarnonyl)-cis,cis-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine-2(R)-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / PLE, phosphate buffer, NaOH / H₂O / 24 h / Ambient temperature

2: 78 percent / RuCl₃*3H₂O, NaIO₄ / acetonitrile; CCl₄; H₂O / Ambient temperature

With ruthenium trichloride; sodium hydroxide; sodium periodate; phosphate buffer; In tetrachloromethane; water; acetonitrile;
DOI:10.1021/jo9823036

Reference yield:

: 177341-65-0
(2R,4S,6S)-2-Acetoxymethyl-6-hydroxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl ester

: 224647-28-3
(-)-N-(benzyloxycarnonyl)-cis,cis-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine-2(R)-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / DIPEA / CH₂Cl₂ / 15 h / 0 - 20 °C

2: 85 percent / PLE, phosphate buffer, NaOH / H₂O / 24 h / Ambient temperature

3: 78 percent / RuCl₃*3H₂O, NaIO₄ / acetonitrile; CCl₄; H₂O / Ambient temperature

With ruthenium trichloride; sodium hydroxide; sodium periodate; phosphate buffer; N-ethyl-N,N-diisopropylamine; In tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo9823036