3-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 3-[[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]acetyl]-6-[[(phenylmethoxy) carbonyl]amino]-, 1,1-dimethylethyl ester, (1R,2S,5R,6R)-

Base Information

Chemical Name:3-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 3-[[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]acetyl]-6-[[(phenylmethoxy) carbonyl]amino]-, 1,1-dimethylethyl ester, (1R,2S,5R,6R)-
CAS No.:873544-16-2
Molecular Formula:C35H37N3O7
Molecular Weight:611.695
Hs Code.:

3-Azabicyclo[3.1.0]hexane-2-carboxylic acid,
3-[[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]acetyl]-6-[[(phenylmethoxy)
carbonyl]amino]-, 1,1-dimethylethyl ester, (1R,2S,5R,6R)-

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Chemical Property of 3-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 3-[[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]acetyl]-6-[[(phenylmethoxy) carbonyl]amino]-, 1,1-dimethylethyl ester, (1R,2S,5R,6R)-

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Technology Process of 3-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 3-[[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]acetyl]-6-[[(phenylmethoxy) carbonyl]amino]-, 1,1-dimethylethyl ester, (1R,2S,5R,6R)-

There total 2 articles about 3-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 3-[[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]acetyl]-6-[[(phenylmethoxy) carbonyl]amino]-, 1,1-dimethylethyl ester, (1R,2S,5R,6R)- 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: 55.0%

: 873544-27-5
tert-butyl (2S,2'R,3R,4R)-N_α-Boc-3,4-(Z-aminomethano)prolinate

: 29022-11-5
N-(fluoren-9-ylmethoxycarbonyl)glycine

: 873544-16-2
tert-butyl (2S,2'R,3R,4R)-N-Fmoc-glycyl-3,4-(Z-aminomethano)prolinate

Guidance literature:: tert-butyl (2S,2'R,3R,4R)-N_α-Boc-3,4-(Z-aminomethano)prolinate; With hydrogenchloride; In ethyl acetate; at 25 ℃; for 11h;

N-(fluoren-9-ylmethoxycarbonyl)glycine; With 2,4,6-trimethyl-pyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 18h;
DOI:10.1002/chem.200500384

Reference yield:

: (1R,2S,5R,6R)-6-Amino-3-aza-bicyclo[3.1.0]hexane-2,3-dicarboxylic acid di-tert-butyl ester

: 873544-16-2
tert-butyl (2S,2'R,3R,4R)-N-Fmoc-glycyl-3,4-(Z-aminomethano)prolinate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1.68 g / aq. NaHCO₃ / acetone / 1 h

2.1: HCl / ethyl acetate / 11 h / 25 °C

2.2: 55 percent / EDC*HCl; HOAt; 2,4,6-collidine / CH₂Cl₂ / 18 h / 25 °C

With hydrogenchloride; sodium hydrogencarbonate; In ethyl acetate; acetone;
DOI:10.1002/chem.200500384