N-(Phenylmethyl)-3(R)-bromo-2(R)-(carbomethoxybutyl)tetrahydrothiophene-4(S)-carbamoyl azide

Base Information

Chemical Name:N-(Phenylmethyl)-3(R)-bromo-2(R)-(carbomethoxybutyl)tetrahydrothiophene-4(S)-carbamoyl azide
CAS No.:151415-05-3
Molecular Formula:C₁₈H₂₃BrN₄O₃S
Molecular Weight:455.376
Hs Code.:

Synonyms:N-(Phenylmethyl)-3(R)-bromo-2(R)-(carbomethoxybutyl)tetrahydrothiophene-4(S)-carbamoyl azide

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Chemical Property of N-(Phenylmethyl)-3(R)-bromo-2(R)-(carbomethoxybutyl)tetrahydrothiophene-4(S)-carbamoyl azide

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Technology Process of N-(Phenylmethyl)-3(R)-bromo-2(R)-(carbomethoxybutyl)tetrahydrothiophene-4(S)-carbamoyl azide

There total 9 articles about N-(Phenylmethyl)-3(R)-bromo-2(R)-(carbomethoxybutyl)tetrahydrothiophene-4(S)-carbamoyl azide 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:

: 1026976-17-9
C₁₈H₂₃BrClNO₃S

: 151415-05-3
N-(Phenylmethyl)-3(R)-bromo-2(R)-(carbomethoxybutyl)tetrahydrothiophene-4(S)-carbamoyl azide

Guidance literature:: With sodium azide; In water; acetone; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(00)79354-3

Reference yield:

: 161458-89-5
<2S-(2α,3β,4α)>-3-Bromotetrahydro-4-<(phenylmethyl)amino>-2-thiophenepentanoic acid methyl ester

: 151415-05-3
N-(Phenylmethyl)-3(R)-bromo-2(R)-(carbomethoxybutyl)tetrahydrothiophene-4(S)-carbamoyl azide

Guidance literature:: Multi-step reaction with 2 steps

1: DBU / CH₂Cl₂ / 14 h / 0 °C

2: NaN₃ / acetone; H₂O / 12 h / Ambient temperature

With sodium azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; water; acetone;
DOI:10.1021/jo00107a009

Reference yield:

: 161458-88-4
5-((2R,3R,4S)-3-Bromo-4-{[1-phenyl-meth-(E)-ylidene]-amino}-tetrahydro-thiophen-2-yl)-pentanoic acid methyl ester

: 151415-05-3
N-(Phenylmethyl)-3(R)-bromo-2(R)-(carbomethoxybutyl)tetrahydrothiophene-4(S)-carbamoyl azide

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / NaCNBH₃, buffer: citric acid pH 4 / tetrahydrofuran / 0.33 h / 0 °C

2: DBU / CH₂Cl₂ / 14 h / 0 °C

3: NaN₃ / acetone; H₂O / 12 h / Ambient temperature

With sodium azide; buffer: citric acid pH 4; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1021/jo00107a009