(3S,4S,5R)-3-benzyloxy-1-(1-benzyloxycarbonyl)-5-<(1R)-1-hydroxy-1-(4-methoxyphenyl)methyl>-4-(2-tetrahydropyranyloxy)pyrrolidine

Base Information

Chemical Name:(3S,4S,5R)-3-benzyloxy-1-(1-benzyloxycarbonyl)-5-<(1R)-1-hydroxy-1-(4-methoxyphenyl)methyl>-4-(2-tetrahydropyranyloxy)pyrrolidine
CAS No.:160140-39-6
Molecular Formula:C₃₂H₃₇NO₇
Molecular Weight:547.648
Hs Code.:

Synonyms:(3S,4S,5R)-3-benzyloxy-1-(1-benzyloxycarbonyl)-5-<(1R)-1-hydroxy-1-(4-methoxyphenyl)methyl>-4-(2-tetrahydropyranyloxy)pyrrolidine

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Chemical Property of (3S,4S,5R)-3-benzyloxy-1-(1-benzyloxycarbonyl)-5-<(1R)-1-hydroxy-1-(4-methoxyphenyl)methyl>-4-(2-tetrahydropyranyloxy)pyrrolidine

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Technology Process of (3S,4S,5R)-3-benzyloxy-1-(1-benzyloxycarbonyl)-5-<(1R)-1-hydroxy-1-(4-methoxyphenyl)methyl>-4-(2-tetrahydropyranyloxy)pyrrolidine

There total 17 articles about (3S,4S,5R)-3-benzyloxy-1-(1-benzyloxycarbonyl)-5-<(1R)-1-hydroxy-1-(4-methoxyphenyl)methyl>-4-(2-tetrahydropyranyloxy)pyrrolidine 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: 91.0%

: 160140-38-5
(3S,4S,5S)-3-benzyloxy-1-(benzyloxycarbonyl)-5-(4-methoxybenzoyl)-4-(2-tetrahydropyranyloxy)pyrrolidine

: 160140-39-6
(3S,4S,5R)-3-benzyloxy-1-(1-benzyloxycarbonyl)-5-<(1R)-1-hydroxy-1-(4-methoxyphenyl)methyl>-4-(2-tetrahydropyranyloxy)pyrrolidine

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)76839-0 DOI:10.1246/bcsj.67.3057

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 160140-39-6
(3S,4S,5R)-3-benzyloxy-1-(1-benzyloxycarbonyl)-5-<(1R)-1-hydroxy-1-(4-methoxyphenyl)methyl>-4-(2-tetrahydropyranyloxy)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: K₂CO₃ / tetrahydrofuran; H₂O / 0.5 h / 25 °C

2: dl-10-camphorosulfonic acid / CH₂Cl₂ / 0.5 h / 25 °C

3: 91 percent / DIBAL / toluene / 0.5 h / -78 °C

With DL-10-camphorsulfonic acid; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1246/bcsj.67.3057

Reference yield:

: ((2S,3S,4S)-4-Benzyloxy-3-hydroxy-pyrrolidin-2-yl)-(4-methoxy-phenyl)-methanone

: 160140-39-6
(3S,4S,5R)-3-benzyloxy-1-(1-benzyloxycarbonyl)-5-<(1R)-1-hydroxy-1-(4-methoxyphenyl)methyl>-4-(2-tetrahydropyranyloxy)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: K₂CO₃ / tetrahydrofuran; H₂O / 0.5 h / 25 °C

2: dl-10-camphorosulfonic acid / CH₂Cl₂ / 0.5 h / 25 °C

3: 91 percent / DIBAL / toluene / 0.5 h / -78 °C

With DL-10-camphorsulfonic acid; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1246/bcsj.67.3057