S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-cysteinoyl diazomethane

Base Information

Chemical Name:S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-cysteinoyl diazomethane
CAS No.:246039-24-7
Molecular Formula:C₄₀H₄₀N₆O₆S₂
Molecular Weight:764.926
Hs Code.:

Synonyms:S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-cysteinoyl diazomethane

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Chemical Property of S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-cysteinoyl diazomethane

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Technology Process of S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-cysteinoyl diazomethane

There total 4 articles about S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene bis-L-cysteinoyl diazomethane 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: 84.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 246039-23-6
S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene-bis-L-cysteine

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

Guidance literature:: S,S'-bis-benzyl-N,N'-bis-benzyloxycarbonyl ethylene-bis-L-cysteine; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -5 ℃; for 1h;

diazomethane; In tetrahydrofuran; diethyl ether; at 0 ℃; for 4h;
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)

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

Guidance literature:: Multi-step reaction with 3 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

With 4-methyl-morpholine; sodium hydroxide; sodium; sodium carbonate; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; ammonia; water; 1.1: Alkylation / 2.1: Substitution / 3.1: Substitution / 3.2: Substitution;
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

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

Guidance literature:: Multi-step reaction with 2 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

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