(S)-2-(tert-butoxycarbonylaminophenylmethyl)malonic acid dibenzyl ester

Base Information

• Chemical Name: (S)-2-(tert-butoxycarbonylaminophenylmethyl)malonic acid dibenzyl ester
• CAS No.: 890043-61-5
• Molecular Formula: C₂₉H₃₁NO₆
• Molecular Weight: 489.568
• Mol file: 890043-61-5.mol

Synonyms:(S)-2-(tert-butoxycarbonylaminophenylmethyl)malonic acid dibenzyl ester

Chemical Property of (S)-2-(tert-butoxycarbonylaminophenylmethyl)malonic acid dibenzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(tert-butoxycarbonylaminophenylmethyl)malonic acid dibenzyl ester

There total 9 articles about (S)-2-(tert-butoxycarbonylaminophenylmethyl)malonic acid dibenzyl 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: 97.0%

malonic acid dibenzyl ester (15014-25-2) + 1-(phenylethynyl)naphthalen-2-ol (1396512-33-6) + tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate (155396-71-7) → (S)-2-(tert-butoxycarbonylaminophenylmethyl)malonic acid dibenzyl ester (890043-61-5) + C24H18O3S

Guidance literature:

malonic acid dibenzyl ester; tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate; With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((R)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea; sodium carbonate; In dichloromethane; water; at 0 ℃; for 24h;

1-(phenylethynyl)naphthalen-2-ol; With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((R)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea; boric acid; L-proline; In chloroform; at 25 ℃; for 48h;

DOI:10.1021/acs.orglett.8b02087

Reference yield: 91.0%

malonic acid dibenzyl ester (15014-25-2) + benzaldehyde N-boc imine (150884-50-7) → (S)-2-(tert-butoxycarbonylaminophenylmethyl)malonic acid dibenzyl ester (890043-61-5) + (R)-2-(tert-butoxycarbonylaminophenylmethyl)malonic acid dibenzyl ester

Guidance literature:

benzaldehyde N-boc imine; With self-assembled organic-inorganic hybrid silica with ionic liquid phase supported ytterbium(III) triflate/isopropyl-pybox 1:2 complex; In dichloromethane; at -18 ℃; for 0.5h; Inert atmosphere;

malonic acid dibenzyl ester; In methanol; dichloromethane; enantioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201402713

Reference yield: 85.0%

malonic acid dibenzyl ester (15014-25-2) + tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate (155396-71-7) → (S)-2-(tert-butoxycarbonylaminophenylmethyl)malonic acid dibenzyl ester (890043-61-5)

Guidance literature:

With potassium carbonate; In water; toluene; at -15 ℃; for 48h; enantioselective reaction;

DOI:10.1002/cctc.201300089

upstream raw materials:

malonic acid dibenzyl ester

tert-butyl benzylidenecarbamate

tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate

benzaldehyde N-boc imine

Downstream raw materials:

(S)-(-)-β-Phenyl-β-alanine hydrochloride

tert-butyl (1S)-3-oxo-1-phenylpropylcarbamate

methyl (3S)-3-[(tert-butoxycarbonyl)amino]-3-phenylpropionate

maraviroc

Refernces

• 1、 Li, Dongmei,Tan, Yu,Peng, Lei,Li, Shan,Zhang, Nan,Liu, Yidong,Yan, Hailong. "Asymmetric Mannich Reaction and Construction of Axially Chiral Sulfone-Containing Styrenes in One Pot from α-Amido Sulfones Based on the Waste-Reuse Strategy". supporting information. p. 4959 - 4963. Retrieved 2018/08/24.
• 2、 -. "METHOD FOR SYNTHESIZING β-AMINO-DITHIOESTER COMPOUND AND β-AMINO-DITHIOESTER COMPOUND SYNTHESIZED BY THE METHOD". Paragraph 0509; 0510; 0535. . Retrieved 2017/12/01.