(2S)-N-[(R)-α-phenylglycinyl]-2-[3'-(1-trityl-1H-tetrazol-5-yl)bicyclo[1.1.1]pent-1-yl]glycinonitriles

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Chemical Name:(2S)-N-[(R)-α-phenylglycinyl]-2-[3'-(1-trityl-1H-tetrazol-5-yl)bicyclo[1.1.1]pent-1-yl]glycinonitriles
CAS No.:338460-73-4
Molecular Formula:C₃₅H₃₂N₆O
Molecular Weight:552.679
Hs Code.:

Synonyms:(2S)-N-[(R)-α-phenylglycinyl]-2-[3'-(1-trityl-1H-tetrazol-5-yl)bicyclo[1.1.1]pent-1-yl]glycinonitriles

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Chemical Property of (2S)-N-[(R)-α-phenylglycinyl]-2-[3'-(1-trityl-1H-tetrazol-5-yl)bicyclo[1.1.1]pent-1-yl]glycinonitriles

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Technology Process of (2S)-N-[(R)-α-phenylglycinyl]-2-[3'-(1-trityl-1H-tetrazol-5-yl)bicyclo[1.1.1]pent-1-yl]glycinonitriles

There total 4 articles about (2S)-N-[(R)-α-phenylglycinyl]-2-[3'-(1-trityl-1H-tetrazol-5-yl)bicyclo[1.1.1]pent-1-yl]glycinonitriles 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: 28.0%

: 7677-24-9
trimethylsilyl cyanide

: 56613-80-0
D-2-phenylglycinol

: 338460-72-3
3-(1-trityltetrazol-5-yl)bicyclo[1.1.1]pentane-1-carboxaldehyde

: (2R)-N-[(R)-α-phenylglycinyl]-2-[3'-(1-trityl-1H-tetrazol-5-yl)bicyclo[1.1.1]pent-1-yl]glycinonitriles

: 338460-73-4
(2S)-N-[(R)-α-phenylglycinyl]-2-[3'-(1-trityl-1H-tetrazol-5-yl)bicyclo[1.1.1]pent-1-yl]glycinonitriles

Guidance literature:: D-2-phenylglycinol; 3-(1-trityltetrazol-5-yl)bicyclo[1.1.1]pentane-1-carboxaldehyde; In methanol; at 20 ℃; for 3h;

trimethylsilyl cyanide; In methanol; at 0 ℃; for 12h;
DOI:10.1016/S0968-0896(00)00270-4

Reference yield:

: 596-43-0
bromo-triphenyl-methane

: 338460-73-4
(2S)-N-[(R)-α-phenylglycinyl]-2-[3'-(1-trityl-1H-tetrazol-5-yl)bicyclo[1.1.1]pent-1-yl]glycinonitriles

Guidance literature:: Multi-step reaction with 3 steps

1.1: 64 percent / Et₃N / CHCl₃; dimethylformamide / 1.5 h

2.1: 64 percent / DIBAL-H / toluene / 1 h / -78 °C

3.1: methanol / 3 h / 20 °C

3.2: 28 percent / methanol / 12 h / 0 °C

With diisobutylaluminium hydride; triethylamine; In methanol; chloroform; N,N-dimethyl-formamide; toluene; 1.1: alkylation / 2.1: reduction / 3.1: condensation / 3.2: alkylation;
DOI:10.1016/S0968-0896(00)00270-4

Reference yield:

: 338460-70-1
methyl 3-(1H-tetrazol-5-yl)bicyclo[1.1.1]pentane-1-carboxylate

: 338460-73-4
(2S)-N-[(R)-α-phenylglycinyl]-2-[3'-(1-trityl-1H-tetrazol-5-yl)bicyclo[1.1.1]pent-1-yl]glycinonitriles

Guidance literature:: Multi-step reaction with 3 steps

1.1: 64 percent / Et₃N / CHCl₃; dimethylformamide / 1.5 h

2.1: 64 percent / DIBAL-H / toluene / 1 h / -78 °C

3.1: methanol / 3 h / 20 °C

3.2: 28 percent / methanol / 12 h / 0 °C

With diisobutylaluminium hydride; triethylamine; In methanol; chloroform; N,N-dimethyl-formamide; toluene; 1.1: alkylation / 2.1: reduction / 3.1: condensation / 3.2: alkylation;
DOI:10.1016/S0968-0896(00)00270-4