1,3-bis[N-benzyl-N-[N-[(tert-butyloxy)carbonyl]-L-valyl]amino]-1-phenylsulfanyl-propan-2-one

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Chemical Name:1,3-bis[N-benzyl-N-[N-[(tert-butyloxy)carbonyl]-L-valyl]amino]-1-phenylsulfanyl-propan-2-one
CAS No.:253591-05-8
Molecular Formula:C₄₃H₅₈N₄O₇S
Molecular Weight:775.022
Hs Code.:

Synonyms:1,3-bis[N-benzyl-N-[N-[(tert-butyloxy)carbonyl]-L-valyl]amino]-1-phenylsulfanyl-propan-2-one

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Chemical Property of 1,3-bis[N-benzyl-N-[N-[(tert-butyloxy)carbonyl]-L-valyl]amino]-1-phenylsulfanyl-propan-2-one

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Technology Process of 1,3-bis[N-benzyl-N-[N-[(tert-butyloxy)carbonyl]-L-valyl]amino]-1-phenylsulfanyl-propan-2-one

There total 6 articles about 1,3-bis[N-benzyl-N-[N-[(tert-butyloxy)carbonyl]-L-valyl]amino]-1-phenylsulfanyl-propan-2-one 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: 42.0%

: 1212-08-4
S-Phenyl benzenethiosulfonate

: 253590-86-2
1,3-bis[N-benzyl-N-[N-[(tert-butyloxy)carbonyl]-L-valyl]amino]-propan-2-one

: 253591-05-8
1,3-bis[N-benzyl-N-[N-[(tert-butyloxy)carbonyl]-L-valyl]amino]-1-phenylsulfanyl-propan-2-one

Guidance literature:: With n-butyllithium; In 1,2-dichloro-ethane; at -25 - 20 ℃; for 1h;
DOI:10.1016/S0223-5234(00)80031-8

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 253591-05-8
1,3-bis[N-benzyl-N-[N-[(tert-butyloxy)carbonyl]-L-valyl]amino]-1-phenylsulfanyl-propan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / DCC; HOBT; Et₃N / dimethylformamide / 0 - 20 °C

2: 98 percent / NaOCl; sat. NaHCO₃; KBr / TEMPO / CH₂Cl₂; H₂O / 0 - 20 °C

3: 42 percent / nBuLi / 1,2-dichloro-ethane / 1 h / -25 - 20 °C

With sodium hypochlorite; n-butyllithium; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; potassium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Condensation / 2: Oxidation / 3: Substitution;
DOI:10.1016/S0223-5234(00)80031-8

Reference yield:

: 100-52-7
benzaldehyde

: 253591-05-8
1,3-bis[N-benzyl-N-[N-[(tert-butyloxy)carbonyl]-L-valyl]amino]-1-phenylsulfanyl-propan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: Na₂SO₄ / CH₂Cl₂ / 20 °C

2: NaBH₄ / ethanol / 20 °C

3: 95 percent / DCC; HOBT; Et₃N / dimethylformamide / 0 - 20 °C

4: 98 percent / NaOCl; sat. NaHCO₃; KBr / TEMPO / CH₂Cl₂; H₂O / 0 - 20 °C

5: 42 percent / nBuLi / 1,2-dichloro-ethane / 1 h / -25 - 20 °C

With sodium hypochlorite; sodium tetrahydroborate; n-butyllithium; sodium hydrogencarbonate; benzotriazol-1-ol; sodium sulfate; triethylamine; dicyclohexyl-carbodiimide; potassium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Condensation / 2: Reduction / 3: Condensation / 4: Oxidation / 5: Substitution;
DOI:10.1016/S0223-5234(00)80031-8