allyl (4R,5S,6S)-3-[(4-{4-[{[(allyloxy)carbonyl]amino}(imino)methyl]phenyl}-1,3-thiazol-2-yl)thio]-4-methyl-7-oxo-6-{(1R)-1-[(trimethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

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Chemical Name:allyl (4R,5S,6S)-3-[(4-{4-[{[(allyloxy)carbonyl]amino}(imino)methyl]phenyl}-1,3-thiazol-2-yl)thio]-4-methyl-7-oxo-6-{(1R)-1-[(trimethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
CAS No.:437649-95-1
Molecular Formula:C₃₀H₃₆N₄O₆S₂Si
Molecular Weight:640.857
Hs Code.:

allyl (4R,5S,6S)-3-[(4-{4-[{[(allyloxy)carbonyl]amino}(imino)methyl]phenyl}-1,3-thiazol-2-yl)thio]-4-methyl-7-oxo-6-{(1R)-1-[(trimethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Synonyms:allyl (4R,5S,6S)-3-[(4-{4-[{[(allyloxy)carbonyl]amino}(imino)methyl]phenyl}-1,3-thiazol-2-yl)thio]-4-methyl-7-oxo-6-{(1R)-1-[(trimethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

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Chemical Property of allyl (4R,5S,6S)-3-[(4-{4-[{[(allyloxy)carbonyl]amino}(imino)methyl]phenyl}-1,3-thiazol-2-yl)thio]-4-methyl-7-oxo-6-{(1R)-1-[(trimethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

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Technology Process of allyl (4R,5S,6S)-3-[(4-{4-[{[(allyloxy)carbonyl]amino}(imino)methyl]phenyl}-1,3-thiazol-2-yl)thio]-4-methyl-7-oxo-6-{(1R)-1-[(trimethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

There total 5 articles about allyl (4R,5S,6S)-3-[(4-{4-[{[(allyloxy)carbonyl]amino}(imino)methyl]phenyl}-1,3-thiazol-2-yl)thio]-4-methyl-7-oxo-6-{(1R)-1-[(trimethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 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: 63.0%

: 437649-94-0
allyl imino[4-(2-mercapto-1,3-thiazol-4-yl)phenyl]methylcarbamate

: allyl (4R,5R,6S)-3-(diphenoxyphospholyloxy)-4-methyl-7-oxo-6-[(1R)-1-trimethylsilyloxyethyl]-1-azabicyclo[3.2.0]hepto-2-ene-2-carboxylate

: 437649-95-1
allyl (4R,5S,6S)-3-[(4-{4-[{[(allyloxy)carbonyl]amino}(imino)methyl]phenyl}-1,3-thiazol-2-yl)thio]-4-methyl-7-oxo-6-{(1R)-1-[(trimethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Guidance literature:: With sodium hydride; In acetonitrile; at 4 ℃; for 72h;
DOI:10.7164/antibiotics.55.722

Reference yield:

: 52560-96-0
4-(2-mercapto-1,3-thiazol-4-yl)benzonitrile

: 437649-95-1
allyl (4R,5S,6S)-3-[(4-{4-[{[(allyloxy)carbonyl]amino}(imino)methyl]phenyl}-1,3-thiazol-2-yl)thio]-4-methyl-7-oxo-6-{(1R)-1-[(trimethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / hydroxylamine hydrochloride; triethylamine / ethanol / 3 h / Heating

2: 39 percent / methanol / 6 h / 20 °C

3: 90 percent / tin(II) chloride; molecular sieves 4A / methanol / 1 h / Heating

4: 72 percent / sodium hydroxide / tetrahydrofuran; H₂O / 1.5 h / 0 °C

5: 63 percent / sodium hydride / acetonitrile / 72 h / 4 °C

With sodium hydroxide; 4 A molecular sieve; hydroxylamine hydrochloride; sodium hydride; triethylamine; tin(ll) chloride; In tetrahydrofuran; methanol; ethanol; water; acetonitrile;
DOI:10.7164/antibiotics.55.722

Reference yield:

: 437657-42-6,475264-94-9
N'-hydroxy-4-(2-mercapto-1,3-thiazol-4-yl)benzenecarboximidamide

: 437649-95-1
allyl (4R,5S,6S)-3-[(4-{4-[{[(allyloxy)carbonyl]amino}(imino)methyl]phenyl}-1,3-thiazol-2-yl)thio]-4-methyl-7-oxo-6-{(1R)-1-[(trimethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 39 percent / methanol / 6 h / 20 °C

2: 90 percent / tin(II) chloride; molecular sieves 4A / methanol / 1 h / Heating

3: 72 percent / sodium hydroxide / tetrahydrofuran; H₂O / 1.5 h / 0 °C

4: 63 percent / sodium hydride / acetonitrile / 72 h / 4 °C

With sodium hydroxide; 4 A molecular sieve; sodium hydride; tin(ll) chloride; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.7164/antibiotics.55.722