S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-β-homocysteine dimethylester

Base Information

Chemical Name:S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-β-homocysteine dimethylester
CAS No.:246039-25-8
Molecular Formula:C₄₂H₄₈N₂O₈S₂
Molecular Weight:772.984
Hs Code.:

Synonyms:S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-β-homocysteine dimethylester

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Chemical Property of S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-β-homocysteine dimethylester

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Technology Process of S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-β-homocysteine dimethylester

There total 5 articles about S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-β-homocysteine dimethylester 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: 10.0%

: 67-56-1
methanol

: 246039-24-7
S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-cysteinoyl diazomethane

: 246039-25-8
S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-β-homocysteine dimethylester

Guidance literature:: With silver benzoate; triethylamine; for 0.333333h;
DOI:10.1002/(SICI)1099-1344(199907)42:7<683::AID-JLCR230>3.0.CO;2-0

Reference yield:

: 14344-48-0
N,N'-ethylenebis(L-cysteine)

: 246039-25-8
S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-β-homocysteine dimethylester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Na / liquid ammonia / 0.5 h

2.1: 87 percent / Na₂CO₃; NaOH / H₂O; dioxane / 2 h / pH 10

3.1: isobutyl chloroformate; N-methyl morpholine / tetrahydrofuran / 1 h / -5 °C

3.2: 84 percent / tetrahydrofuran; diethyl ether / 4 h / 0 °C

4.1: 10 percent / silver benzoate; Et₃N / 0.33 h

With 4-methyl-morpholine; sodium hydroxide; silver benzoate; sodium; sodium carbonate; triethylamine; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; ammonia; water; 1.1: Alkylation / 2.1: Substitution / 3.1: Substitution / 3.2: Substitution / 4.1: Rearrangement;
DOI:10.1002/(SICI)1099-1344(199907)42:7<683::AID-JLCR230>3.0.CO;2-0

Reference yield:

: 14344-59-3
S,S'-bis-benzyl ethylene-bis-L-cysteine

: 246039-25-8
S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-β-homocysteine dimethylester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 87 percent / Na₂CO₃; NaOH / H₂O; dioxane / 2 h / pH 10

2.1: isobutyl chloroformate; N-methyl morpholine / tetrahydrofuran / 1 h / -5 °C

2.2: 84 percent / tetrahydrofuran; diethyl ether / 4 h / 0 °C

3.1: 10 percent / silver benzoate; Et₃N / 0.33 h

With 4-methyl-morpholine; sodium hydroxide; silver benzoate; sodium carbonate; triethylamine; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; water; 1.1: Substitution / 2.1: Substitution / 2.2: Substitution / 3.1: Rearrangement;
DOI:10.1002/(SICI)1099-1344(199907)42:7<683::AID-JLCR230>3.0.CO;2-0