Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 3-[[(phenylmethoxy)carbonyl]amino]-, (1R,2S,3R,4S)-rel- (9CI)

Base Information

Chemical Name:Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 3-[[(phenylmethoxy)carbonyl]amino]-, (1R,2S,3R,4S)-rel- (9CI)
CAS No.:336185-22-9
Molecular Formula:C₁₆H₁₇NO₄
Molecular Weight:287.315
Hs Code.:
Mol file:336185-22-9.mol

Synonyms:Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 3-[[(phenylmethoxy)carbonyl]amino]-, (1R,2S,3R,4S)-rel- (9CI)

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Chemical Property of Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 3-[[(phenylmethoxy)carbonyl]amino]-, (1R,2S,3R,4S)-rel- (9CI)

Chemical Property:

PSA：75.63000
LogP:2.57900

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

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Technology Process of Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 3-[[(phenylmethoxy)carbonyl]amino]-, (1R,2S,3R,4S)-rel- (9CI)

There total 4 articles about Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 3-[[(phenylmethoxy)carbonyl]amino]-, (1R,2S,3R,4S)-rel- (9CI) 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: 98.5%

: 1071519-98-6
methyl 3-{[(benzyloxy)carbonyl]amino}bicyclo[2.2.1]hept-5-ene-2-carboxylate

: 336185-22-9
3-{[(benzyloxy)carbonyl]amino}bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 - 50 ℃; for 18h;

Reference yield: 93.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 92511-32-5,202187-27-7,202187-24-4,202187-28-8,202187-29-9
3-exo-aminobicyclo[2.2.1]hept-5-ene-2-exo-carboxylic acid

: 109853-34-1,336185-22-9
3-exo-benzyloxycarbonylaminobicyclo<2.2.1>hept-5-ene-2-exo-carboxylic acid

Guidance literature:: With sodium hydroxide; In water; 1 h, 0 degC, then 4 h, r.t.;

Reference yield:

: 17812-27-0,853658-14-7
cis-5-norbornene-endo-2,3-dicarboxylic anhydride

: 336185-22-9
3-{[(benzyloxy)carbonyl]amino}bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / tetrahydrofuran / 22.75 h / 0 °C / Reflux

2.1: diphenyl phosphoryl azide; triethylamine / toluene / 2 h / 90 °C

2.2: 48 h / 20 - 90 °C

3.1: lithium hydroxide; water / methanol; tetrahydrofuran / 18 h / 20 - 50 °C

With diphenyl phosphoryl azide; water; sodium methylate; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; toluene;