(3R,4S)-1-benzyloxycarbonyl-3,4-piperidine diacetic acid

Base Information

• Chemical Name: (3R,4S)-1-benzyloxycarbonyl-3,4-piperidine diacetic acid
• CAS No.: 132846-01-6
• Molecular Formula: C₁₇H₂₁NO₆
• Molecular Weight: 335.357
• Mol file: 132846-01-6.mol

Synonyms:

Chemical Property of (3R,4S)-1-benzyloxycarbonyl-3,4-piperidine diacetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4S)-1-benzyloxycarbonyl-3,4-piperidine diacetic acid

There total 5 articles about (3R,4S)-1-benzyloxycarbonyl-3,4-piperidine diacetic 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:

cis-(4aR,8aR)-2-benzyloxycarbonyl-1,2,3,4,4a,5,8,8a-octahydroisoquinoline (132846-00-5) → (3R,4S)-1-benzyloxycarbonyl-3,4-piperidine diacetic acid (132846-01-6)

Guidance literature:

With potassium permanganate; Aliquat 336; In dichloromethane; water; at 0 - 25 ℃; for 3h;

DOI:10.1016/S0957-4166(00)80445-0

Reference yield:

(4aR,8aR)-1,2,3,4,4a,5,8,8a-Octahydro-isoquinoline (4492-15-3,25886-59-3,90607-81-1,132883-50-2) → (3R,4S)-1-benzyloxycarbonyl-3,4-piperidine diacetic acid (132846-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 N aq. NaOH / tetrahydrofuran / 10 h

2: KMnO₄, Aliquat^R 336 / CH₂Cl₂; H₂O / 3 h / 0 - 25 °C

With sodium hydroxide; potassium permanganate; Aliquat 336; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/S0957-4166(00)80445-0

Reference yield:

(1R,2R)-1-methanol-2-acetonitrile-4-cyclohexene (132883-48-8) → (3R,4S)-1-benzyloxycarbonyl-3,4-piperidine diacetic acid (132846-01-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / pyridine / CH₂Cl₂ / 0 - 25 °C

2: LiAlH₄, AlCl₃ / diethyl ether; tetrahydrofuran / 3 h / Ambient temperature

3: 2 N aq. NaOH / tetrahydrofuran / 10 h

4: KMnO₄, Aliquat^R 336 / CH₂Cl₂; H₂O / 3 h / 0 - 25 °C

With pyridine; sodium hydroxide; potassium permanganate; lithium aluminium tetrahydride; aluminium trichloride; Aliquat 336; In tetrahydrofuran; diethyl ether; dichloromethane; water;

DOI:10.1016/S0957-4166(00)80445-0

upstream raw materials:

cis-(4aR,8aR)-2-benzyloxycarbonyl-1,2,3,4,4a,5,8,8a-octahydroisoquinoline

(4aR,8aR)-1,2,3,4,4a,5,8,8a-Octahydro-isoquinoline

(1R,2R)-1-methanol-2-acetonitrile-4-cyclohexene

(1R,2R)-1-methanol-2-acetonitrile-4-cyclohexene acetate

Downstream raw materials:

(3R,4S)-4-Methoxycarbonylmethyl-3-[2-(2-nitro-phenylselanyl)-ethyl]-piperidine-1-carboxylic acid benzyl ester

(3R,4S)-3-Carboxymethyl-4-methoxycarbonylmethyl-piperidine-1-carboxylic acid benzyl ester

(3R,4S)-3-(2-Hydroxy-ethyl)-4-methoxycarbonylmethyl-piperidine-1-carboxylic acid benzyl ester

N-benzyloxycarbonyl meroquinene methyl ester