{(S)-1-[(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-8-oxo-1-aza-spiro[4.5]dec-3-yl}-methyl-carbamic acid tert-butyl ester

Base Information

Chemical Name:{(S)-1-[(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-8-oxo-1-aza-spiro[4.5]dec-3-yl}-methyl-carbamic acid tert-butyl ester
CAS No.:327037-79-6
Molecular Formula:C₂₅H₃₆N₂O₅
Molecular Weight:444.571
Hs Code.:

Synonyms:{(S)-1-[(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-8-oxo-1-aza-spiro[4.5]dec-3-yl}-methyl-carbamic acid tert-butyl ester

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Chemical Property of {(S)-1-[(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-8-oxo-1-aza-spiro[4.5]dec-3-yl}-methyl-carbamic acid tert-butyl ester

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Technology Process of {(S)-1-[(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-8-oxo-1-aza-spiro[4.5]dec-3-yl}-methyl-carbamic acid tert-butyl ester

There total 13 articles about {(S)-1-[(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-8-oxo-1-aza-spiro[4.5]dec-3-yl}-methyl-carbamic acid 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: 100.0%

: {(S)-8-Hydroxy-1-[(S)-1-hydroxymethyl-2-(4-methoxy-phenyl)-ethyl]-1-aza-spiro[4.5]dec-3-yl}-methyl-carbamic acid tert-butyl ester

: 327037-79-6
{(S)-1-[(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-8-oxo-1-aza-spiro[4.5]dec-3-yl}-methyl-carbamic acid tert-butyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1002/1521-3773(20001215)39:24<4593::AID-ANIE4593>3.0.CO;2-X

Reference yield:

: 17355-19-0
methyl (S)-2-amino-3-(4-methoxyphenyl)propionate

: 327037-79-6
{(S)-1-[(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-8-oxo-1-aza-spiro[4.5]dec-3-yl}-methyl-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaBH(OAc)3; molecular sieves 4 Angstroem / 25 h / 0 - 20 °C

2: 51 percent / PhI(OAc)2 / various solvent(s) / 0.17 h / 20 °C

3: NaSPh / dimethylsulfoxide / 3 h / 20 °C

4: pyridine / 12 h / 20 °C

5: 93 percent / H₂ / Raney Ni / ethanol; ethyl acetate / 15 h / 20 °C

6: 90 percent / LiAlH₄ / tetrahydrofuran / 3 h / -78 - 0 °C

7: 100 percent / (COCl)2; DMSO; DIEA / CH₂Cl₂ / 0.5 h / -78 °C

With pyridine; lithium aluminium tetrahydride; oxalyl dichloride; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; hydrogen; sodium thiophenolate; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; 7: Swern oxidation;
DOI:10.1002/1521-3773(20001215)39:24<4593::AID-ANIE4593>3.0.CO;2-X

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 327037-79-6
{(S)-1-[(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-8-oxo-1-aza-spiro[4.5]dec-3-yl}-methyl-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 12 h / 20 °C

2: 93 percent / H₂ / Raney Ni / ethanol; ethyl acetate / 15 h / 20 °C

3: 90 percent / LiAlH₄ / tetrahydrofuran / 3 h / -78 - 0 °C

4: 100 percent / (COCl)2; DMSO; DIEA / CH₂Cl₂ / 0.5 h / -78 °C

With pyridine; lithium aluminium tetrahydride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; 4: Swern oxidation;
DOI:10.1002/1521-3773(20001215)39:24<4593::AID-ANIE4593>3.0.CO;2-X