(R)-2-<(Benzyloxycarbonyl)amino>-3-iodo-N-(2-thiocyanato-1-pyrrolyl)propanamide

Base Information

Chemical Name:(R)-2-<(Benzyloxycarbonyl)amino>-3-iodo-N-(2-thiocyanato-1-pyrrolyl)propanamide
CAS No.:149543-62-4
Molecular Formula:C₁₆H₁₅IN₄O₃S
Molecular Weight:470.291
Hs Code.:

Synonyms:(R)-2-<(Benzyloxycarbonyl)amino>-3-iodo-N-(2-thiocyanato-1-pyrrolyl)propanamide

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Chemical Property of (R)-2-<(Benzyloxycarbonyl)amino>-3-iodo-N-(2-thiocyanato-1-pyrrolyl)propanamide

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Technology Process of (R)-2-<(Benzyloxycarbonyl)amino>-3-iodo-N-(2-thiocyanato-1-pyrrolyl)propanamide

There total 6 articles about (R)-2-<(Benzyloxycarbonyl)amino>-3-iodo-N-(2-thiocyanato-1-pyrrolyl)propanamide 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: 50.9%

: 333-20-0
potassium thioacyanate

: 149543-61-3
(R)-2-<(Benzyloxycarbonyl)amino>-3-iodo-N-(1-pyrrolyl)propanamide

: 149543-62-4
(R)-2-<(Benzyloxycarbonyl)amino>-3-iodo-N-(2-thiocyanato-1-pyrrolyl)propanamide

Guidance literature:: potassium thioacyanate; With bromine; In methanol; at -78 ℃; for 0.25h; Inert atmosphere;

(R)-2-<(Benzyloxycarbonyl)amino>-3-iodo-N-(1-pyrrolyl)propanamide; In methanol; at -78 ℃; for 2h;

Reference yield:

: 1145-80-8
N-(benzyloxycarbonyl)-L-serine

: 149543-62-4
(R)-2-<(Benzyloxycarbonyl)amino>-3-iodo-N-(2-thiocyanato-1-pyrrolyl)propanamide

Guidance literature:: Multi-step reaction with 5 steps

1: N,N'-dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 1) 0 deg C, 2 h, 2) r.t., 1 h

2: tetrahydrofuran / Ambient temperature

3: 94 percent / CCl₄, PPh₃ / dimethylformamide / 2 h / Ambient temperature

4: 45 percent / NaI / acetone / 48 h / Heating

5: 1) Br₂ / 1) MeOH, -70 deg C, 2) MeOH, -70 deg C

With tetrachloromethane; bromine; dicyclohexyl-carbodiimide; triphenylphosphine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)88325-3

Reference yield:

: 149543-56-6
(R)-2-<(Benzyloxycarbonyl)amino>-3-chloro-N-(1-pyrrolyl)propanamide

: 149543-62-4
(R)-2-<(Benzyloxycarbonyl)amino>-3-iodo-N-(2-thiocyanato-1-pyrrolyl)propanamide

Guidance literature:: Multi-step reaction with 2 steps

1: 45 percent / NaI / acetone / 48 h / Heating

2: 1) Br₂ / 1) MeOH, -70 deg C, 2) MeOH, -70 deg C

With bromine; sodium iodide; In acetone;
DOI:10.1016/S0040-4020(01)88325-3