(S)-benzyl 3a,5,5-triphenyltetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

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Chemical Name:(S)-benzyl 3a,5,5-triphenyltetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide
CAS No.:1648743-87-6
Molecular Formula:C₃₁H₂₈N₂O₄S
Molecular Weight:524.64
Hs Code.:

Synonyms:(S)-benzyl 3a,5,5-triphenyltetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

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Chemical Property of (S)-benzyl 3a,5,5-triphenyltetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

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Technology Process of (S)-benzyl 3a,5,5-triphenyltetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

There total 6 articles about (S)-benzyl 3a,5,5-triphenyltetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide 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: 75.0%

: 958264-21-6
benzyl N-(2,2,4-triphenylpent-4-en-1-yl)sulfamoylcarbamate

: 1648743-87-6
(S)-benzyl 3a,5,5-triphenyltetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

Guidance literature:: benzyl N-(2,2,4-triphenylpent-4-en-1-yl)sulfamoylcarbamate; With (R)-2-((2-diacetoxyiodophenyl)(methoxy)methyl)pyridine; In acetonitrile; at -48 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

With trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; In acetonitrile; at -48 ℃; for 5h; enantioselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1002/chem.201403891

Reference yield:

: 958264-21-6
benzyl N-(2,2,4-triphenylpent-4-en-1-yl)sulfamoylcarbamate

: 1648743-87-6
(S)-benzyl 3a,5,5-triphenyltetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

: 1648743-88-7
(R)-benzyl 3a,5,5-triphenyltetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

Guidance literature:: With sodium perborate tetrahydrate; (R)-2-((2-iodophenyl)(methoxy)methyl)pyridine; acetic acid; In acetonitrile; at 25 ℃; for 5h; Overall yield = 86 %; enantioselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1002/chem.201403891

Reference yield:

: 1000848-80-5
2,2,4-triphenylpent-4-en-1-amine

: 1648743-87-6
(S)-benzyl 3a,5,5-triphenyltetrahydropyrrolo[1,2-b][1,2,5]thiadiazole-2(3H)-carboxylate-1,1-dioxide

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / Inert atmosphere; Schlenk technique

2.1: (R)-2-((2-diacetoxyiodophenyl)(methoxy)methyl)pyridine / acetonitrile / 0.08 h / -48 °C / Inert atmosphere; Schlenk technique

2.2: 5 h / -48 °C / Inert atmosphere; Schlenk technique

With (R)-2-((2-diacetoxyiodophenyl)(methoxy)methyl)pyridine; In dichloromethane; acetonitrile;
DOI:10.1002/chem.201403891