(+)-4(S)-tetrahydropyranoxy-2-cyclopenten-1(R)-yl N-mesyl-(S)-phenylalaninate

Base Information

Chemical Name:(+)-4(S)-tetrahydropyranoxy-2-cyclopenten-1(R)-yl N-mesyl-(S)-phenylalaninate
CAS No.:67499-73-4
Molecular Formula:C₂₀H₂₇NO₆S
Molecular Weight:409.503
Hs Code.:

Synonyms:(+)-4(S)-tetrahydropyranoxy-2-cyclopenten-1(R)-yl N-mesyl-(S)-phenylalaninate

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Chemical Property of (+)-4(S)-tetrahydropyranoxy-2-cyclopenten-1(R)-yl N-mesyl-(S)-phenylalaninate

Chemical Property:

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Technology Process of (+)-4(S)-tetrahydropyranoxy-2-cyclopenten-1(R)-yl N-mesyl-(S)-phenylalaninate

There total 10 articles about (+)-4(S)-tetrahydropyranoxy-2-cyclopenten-1(R)-yl N-mesyl-(S)-phenylalaninate 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:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 67499-73-4
(-)-4(R)-tetrahydropyranoxy-2-cyclopenten-1(S)-yl N-mesyl-(S)-phenylalaninate

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / NaOH / H₂O / 1.5 h

2: 87 percent / PCl₅ / benzene / in ice bath, 2 h then at r.t., 1 h

3: pyridine / Ambient temperature

4: TsOH / tetrahydrofuran; CH₂Cl₂ / Ambient temperature

With pyridine; sodium hydroxide; phosphorus pentachloride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1016/0040-4020(80)80160-8

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 67499-73-4
(+)-4(S)-tetrahydropyranoxy-2-cyclopenten-1(R)-yl N-mesyl-(S)-phenylalaninate

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / NaOH / H₂O / 1.5 h

2: 87 percent / PCl₅ / benzene / in ice bath, 2 h then at r.t., 1 h

3: 17 percent / pyridine / Ambient temperature

4: TsOH / tetrahydrofuran; CH₂Cl₂ / Ambient temperature

With pyridine; sodium hydroxide; phosphorus pentachloride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1016/0040-4020(80)80160-8

Reference yield:

: 29783-26-4
cis-4-cyclopentene-1,3-diol

: 67499-73-4
(-)-4(R)-tetrahydropyranoxy-2-cyclopenten-1(S)-yl N-mesyl-(S)-phenylalaninate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / Ambient temperature

2: TsOH / tetrahydrofuran; CH₂Cl₂ / Ambient temperature

With pyridine; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0040-4020(80)80160-8