(1S,2S,6R,7R)-4-Hydroxy-3-aza-tricyclo[5.2.1.0^2,6]decane-3-carboxylic acid benzyl ester

Base Information

• Chemical Name: (1S,2S,6R,7R)-4-Hydroxy-3-aza-tricyclo[5.2.1.0^2,6]decane-3-carboxylic acid benzyl ester
• CAS No.: 125109-72-0
• Molecular Formula: C₁₇H₂₁NO₃
• Molecular Weight: 287.359

Synonyms:(1S,2S,6R,7R)-4-Hydroxy-3-aza-tricyclo[5.2.1.0^2,6]decane-3-carboxylic acid benzyl ester

Chemical Property of (1S,2S,6R,7R)-4-Hydroxy-3-aza-tricyclo[5.2.1.0^2,6]decane-3-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (1S,2S,6R,7R)-4-Hydroxy-3-aza-tricyclo[5.2.1.0^2,6]decane-3-carboxylic acid benzyl ester

There total 4 articles about (1S,2S,6R,7R)-4-Hydroxy-3-aza-tricyclo[5.2.1.0^2,6]decane-3-carboxylic acid benzyl ester 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:

2-endo-(carbomethoxymethyl)-3-endo-(carbobenzoxyamino)bicyclo<2.2.1>heptane (112918-02-2,112967-29-0,125224-67-1,125224-74-0) → (1S,2S,6R,7R)-4-Hydroxy-3-aza-tricyclo[5.2.1.02,6]decane-3-carboxylic acid benzyl ester (125109-72-0)

Guidance literature:

With diisobutylaluminium hydride; In hexane; toluene; at -78 ℃; for 0.75h;

DOI:10.1021/jm00165a022

Reference yield:

3a,4,5,6,7,7a-hexahydro-4,7-methano-1H-indene (2825-86-7) → (1S,2S,6R,7R)-4-Hydroxy-3-aza-tricyclo[5.2.1.02,6]decane-3-carboxylic acid benzyl ester (125109-72-0)

Guidance literature:

Multi-step reaction with 4 steps

2: 1.) acetic anhydride / 1.) 100 deg C, 10 min, 2.) reflux, 20 min

4: 1.0 M DIBAL / toluene; hexane / 0.75 h / -78 °C

With acetic anhydride; diisobutylaluminium hydride; In hexane; toluene;

DOI:10.1021/jm00165a022

Reference yield:

2-endo-(carboxymethyl)-3-endo-carboxybicyclo<2.2.1>heptane (43000-60-8,58987-45-4,112918-00-0,125109-71-9) → (1S,2S,6R,7R)-4-Hydroxy-3-aza-tricyclo[5.2.1.02,6]decane-3-carboxylic acid benzyl ester (125109-72-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) acetic anhydride / 1.) 100 deg C, 10 min, 2.) reflux, 20 min

3: 1.0 M DIBAL / toluene; hexane / 0.75 h / -78 °C

With acetic anhydride; diisobutylaluminium hydride; In hexane; toluene;

DOI:10.1021/jm00165a022

upstream raw materials:

2-endo-(carbomethoxymethyl)-3-endo-(carbobenzoxyamino)bicyclo<2.2.1>heptane

3a,4,5,6,7,7a-hexahydro-4,7-methano-1H-indene

2-endo-(carboxymethyl)-3-endo-carboxybicyclo<2.2.1>heptane

2-endo-(carbomethoxymethyl)-3-endo-carboxybicyclo<2.2.1>heptane

Downstream raw materials:

(5Z)-7-<3-endo-(carbobenzoxyamino)bicyclo<2.2.1>hept-2-endo-yl>heptenoic acid methyl ester

(5Z)-7-<3-endo-<(phenylsulfonyl)amino>bicyclo<2.2.1>hept-2-endo-yl>heptenoic acid

(5Z)-7-<3-endo-<(phenylsulfonyl)amino>bicyclo<2.2.1>hept-2-endo-yl>heptenoic acid methyl ester

(Z)-7-((1S,2S,3R,4R)-3-Benzyloxycarbonylamino-bicyclo[2.2.1]hept-2-yl)-hept-5-enoic acid

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