methyl (2S,3R)-2-((R)-(tert-butoxycarbonylamino)(phenyl)methyl)-3-hydroxybutanoate

Base Information

Chemical Name:methyl (2S,3R)-2-((R)-(tert-butoxycarbonylamino)(phenyl)methyl)-3-hydroxybutanoate
CAS No.:906793-22-4
Molecular Formula:C₁₇H₂₅NO₅
Molecular Weight:323.389
Hs Code.:

Synonyms:methyl (2S,3R)-2-((R)-(tert-butoxycarbonylamino)(phenyl)methyl)-3-hydroxybutanoate

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Chemical Property of methyl (2S,3R)-2-((R)-(tert-butoxycarbonylamino)(phenyl)methyl)-3-hydroxybutanoate

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Technology Process of methyl (2S,3R)-2-((R)-(tert-butoxycarbonylamino)(phenyl)methyl)-3-hydroxybutanoate

There total 4 articles about methyl (2S,3R)-2-((R)-(tert-butoxycarbonylamino)(phenyl)methyl)-3-hydroxybutanoate 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: 80.0%

: 906793-20-2
tert-butyl (1R,2S,3R)-3-hydroxy-2-(1-methyl-1H-imidazole-2-carbonyl)-1-phenylbutylcarbamate

: 67-56-1
methanol

: 906793-22-4
methyl (2S,3R)-2-((R)-(tert-butoxycarbonylamino)(phenyl)methyl)-3-hydroxybutanoate

Guidance literature:: tert-butyl (1R,2S,3R)-3-hydroxy-2-(1-methyl-1H-imidazole-2-carbonyl)-1-phenylbutylcarbamate; With 4 A molecular sieve; methyl trifluoromethanesulfonate; In acetonitrile; at 20 ℃;

methanol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1021/ol061223i

Reference yield:

: 906792-93-6
((3R,4S,5R)-2-benzyl-5-methyl-3-phenylisoxazolidin-4-yl)(1-methyl-1H-imidazol-2-yl)methanone

: 906793-22-4
methyl (2S,3R)-2-((R)-(tert-butoxycarbonylamino)(phenyl)methyl)-3-hydroxybutanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 80 percent / hydrogen / Pd(OH)2/C / methanol / 20 °C / 760 Torr

2.1: MeOTf; molecular sieves 4 Angstroem / acetonitrile / 20 °C

2.2: 80 percent / DBU / acetonitrile / 0.5 h / 20 °C

With 4 A molecular sieve; hydrogen; methyl trifluoromethanesulfonate; palladium dihydroxide; In methanol; acetonitrile;
DOI:10.1021/ol061223i

Reference yield:

: 3376-26-9
N-Benzylidenebenzylamine N-oxide

: 906793-22-4
methyl (2S,3R)-2-((R)-(tert-butoxycarbonylamino)(phenyl)methyl)-3-hydroxybutanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / molecular sieves 4 Angstroem / chiral bis(oxazolinyl)pyridine-cerium(IV) triflate complex / ethyl acetate / 17 h / 0 °C

2.1: 80 percent / hydrogen / Pd(OH)2/C / methanol / 20 °C / 760 Torr

3.1: MeOTf; molecular sieves 4 Angstroem / acetonitrile / 20 °C

3.2: 80 percent / DBU / acetonitrile / 0.5 h / 20 °C

With 4 A molecular sieve; hydrogen; methyl trifluoromethanesulfonate; palladium dihydroxide; chiral bis(oxazolinyl)pyridine-cerium(IV) triflate; In methanol; ethyl acetate; acetonitrile;
DOI:10.1021/ol061223i