S-<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>-N-(carboboenzyloxy)-L-cysteine methyl ester

Base Information

Chemical Name:S-<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>-N-(carboboenzyloxy)-L-cysteine methyl ester
CAS No.:100239-05-2
Molecular Formula:C₂₄H₂₇N₃O₇S
Molecular Weight:501.56
Hs Code.:

Synonyms:S-<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>-N-(carboboenzyloxy)-L-cysteine methyl ester

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Chemical Property of S-<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>-N-(carboboenzyloxy)-L-cysteine methyl ester

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Technology Process of S-<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>-N-(carboboenzyloxy)-L-cysteine methyl ester

There total 7 articles about S-<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>-N-(carboboenzyloxy)-L-cysteine methyl 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: 66.0%

: 100239-02-9
N-(carbobenzyloxy)-S-phthalimido-L-cysteine methyl ester

: 80582-04-3
(3S-trans)-3-[[(phenylmethoxy)carbonyl]amino]-4-methyl-2-azetidinone

: 100239-05-2
S-<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>-N-(carboboenzyloxy)-L-cysteine methyl ester

Guidance literature:: With triethylamine; In benzene; at 25 ℃; for 2.5h;
DOI:10.1021/jo00366a010

Reference yield: 66.0%

: 100239-02-9
N-(carbobenzyloxy)-S-phthalimido-L-cysteine methyl ester

: 80582-04-3
(3S-trans)-3-[[(phenylmethoxy)carbonyl]amino]-4-methyl-2-azetidinone

: 136918-14-4,85-41-6
phthalimide

: 100239-05-2
S-<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>-N-(carboboenzyloxy)-L-cysteine methyl ester

Guidance literature:: triethylamine; In benzene; for 2h; Ambient temperature;
DOI:10.1016/S0040-4039(00)98680-5

Reference yield:

: 57224-63-2
methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate

: 100239-05-2
S-<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>-N-(carboboenzyloxy)-L-cysteine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) H₂NOH / 1.) MeOH, 0 deg C, 45 min, 2.) MeOH, 5 min

2: 74 percent / (Ph)3P, diisopropyl azodicarbioxylate / tetrahydrofuran / 3 h / Ambient temperature

3: 75 percent / AcONH₄, TiCl₃ / methanol / 2 h

4: 66 percent / Et₃N / benzene / 2.5 h / 25 °C

With titanium(III) chloride; di-isopropyl azodicarboxylate; ammonium acetate; hydroxylamine; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; benzene;
DOI:10.1021/jo00366a010