(2S,1'S,2'R)-N-(diphenylmethylene)-3-[2-(N-(bis-boc))aminocyclopropyl]alanine tert-butyl ester

Base Information

Chemical Name:(2S,1'S,2'R)-N-(diphenylmethylene)-3-[2-(N-(bis-boc))aminocyclopropyl]alanine tert-butyl ester
CAS No.:561055-33-2
Molecular Formula:C₃₃H₄₄N₂O₆
Molecular Weight:564.722
Hs Code.:

Synonyms:(2S,1'S,2'R)-N-(diphenylmethylene)-3-[2-(N-(bis-boc))aminocyclopropyl]alanine tert-butyl ester

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Chemical Property of (2S,1'S,2'R)-N-(diphenylmethylene)-3-[2-(N-(bis-boc))aminocyclopropyl]alanine tert-butyl ester

Chemical Property:

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Technology Process of (2S,1'S,2'R)-N-(diphenylmethylene)-3-[2-(N-(bis-boc))aminocyclopropyl]alanine tert-butyl ester

There total 4 articles about (2S,1'S,2'R)-N-(diphenylmethylene)-3-[2-(N-(bis-boc))aminocyclopropyl]alanine tert-butyl 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:

: 561055-28-5
tert-Butyl ((1R,2R)-2-((benzyloxy)methyl)cyclopropyl)carbamate

: 561055-33-2
(2S,1'S,2'R)-N-(diphenylmethylene)-3-[2-(N-(bis-boc))aminocyclopropyl]alanine tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / 4-(N,N-dimethylamino)pyridine / acetonitrile / 48 h / 20 °C

2: 98 percent / H₂ / 10 percent Pd/C / tetrahydrofuran; acetic acid / 96 h / 20 °C

3: 2,3-dichloro-5,6-dicyano-p-benzoquinone; triphenylphosphine; tetrabutylammonium iodide / CHCl₃; petroleum ether / 0.25 h / 20 °C

4: cesium hydroxide monohydrate; O⁽⁹⁾-allyl-N-(9-anthracenylmethyl)-cinchonium bromide; molecular sieves 4 Angstroem / toluene; CH₂Cl₂ / 40 h / -40 °C

With dmap; cesium hydroxide; 4 A molecular sieve; hydrogen; tetra-(n-butyl)ammonium iodide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; (1S,2R,4S,5R)-2-((S)-allyloxy(quinolin-4-yl)methyl)-1-(anthracen-9-ylmethyl)-5-vinyl-1-azoniabicyclo[2.2.2]octane bromide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; chloroform; acetic acid; toluene; acetonitrile; Petroleum ether;
DOI:10.1021/ol0346887

Reference yield:

: 561055-29-6
(R,R)-O-(benzyl)-{2-[N-(bis-boc)-amino]cyclopropyl}methanol

: 561055-33-2
(2S,1'S,2'R)-N-(diphenylmethylene)-3-[2-(N-(bis-boc))aminocyclopropyl]alanine tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / H₂ / 10 percent Pd/C / tetrahydrofuran; acetic acid / 96 h / 20 °C

2: 2,3-dichloro-5,6-dicyano-p-benzoquinone; triphenylphosphine; tetrabutylammonium iodide / CHCl₃; petroleum ether / 0.25 h / 20 °C

3: cesium hydroxide monohydrate; O⁽⁹⁾-allyl-N-(9-anthracenylmethyl)-cinchonium bromide; molecular sieves 4 Angstroem / toluene; CH₂Cl₂ / 40 h / -40 °C

With cesium hydroxide; 4 A molecular sieve; hydrogen; tetra-(n-butyl)ammonium iodide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; (1S,2R,4S,5R)-2-((S)-allyloxy(quinolin-4-yl)methyl)-1-(anthracen-9-ylmethyl)-5-vinyl-1-azoniabicyclo[2.2.2]octane bromide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; chloroform; acetic acid; toluene; Petroleum ether;
DOI:10.1021/ol0346887

Reference yield:

: 81477-94-3
N-(diphenylmethylene)glycine tert-butyl ester

: 561055-31-0
(R,R)-{2-[N-(bis-boc)-amino]cyclopropyl}-iodomethane

: 561055-32-1
(2R,1'S,2'R)-N-(diphenylmethylene)-3-[2-(N-(bis-boc))aminocyclopropyl]alanine tert-butyl ester

: 561055-33-2
(2S,1'S,2'R)-N-(diphenylmethylene)-3-[2-(N-(bis-boc))aminocyclopropyl]alanine tert-butyl ester

Guidance literature:: With cesium hydroxide; O⁽⁹⁾-allyl-N-(9-anthracenylmethyl)-cinchonidinium bromide; 4 A molecular sieve; In dichloromethane; toluene; at -40 ℃; for 40h; Title compound not separated from byproducts;
DOI:10.1021/ol0346887