(-)-(1R,2S,3R,5R)-3-((tert-butoxycarbonyl)amino)-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate

Base Information

Chemical Name:(-)-(1R,2S,3R,5R)-3-((tert-butoxycarbonyl)amino)-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate
CAS No.:1007125-08-7
Molecular Formula:C₂₅H₂₉NO₇
Molecular Weight:455.508
Hs Code.:

Synonyms:(-)-(1R,2S,3R,5R)-3-((tert-butoxycarbonyl)amino)-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate

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Chemical Property of (-)-(1R,2S,3R,5R)-3-((tert-butoxycarbonyl)amino)-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate

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Technology Process of (-)-(1R,2S,3R,5R)-3-((tert-butoxycarbonyl)amino)-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate

There total 11 articles about (-)-(1R,2S,3R,5R)-3-((tert-butoxycarbonyl)amino)-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate 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: 95.0%

: C₂₅H₂₅NO₇

: 1007125-08-7
(-)-(1R,2S,3R,5R)-3-((tert-butoxycarbonyl)amino)-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate

Guidance literature:: With methanol; sodium tetrahydroborate; at 0 - 20 ℃; for 1.5h;

Reference yield: 83.0%

: 1007125-07-6
tert-butyl (1R,4S,5R,6S)-5,6-bis(benzoyloxy)-3-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate

: 1007125-08-7
(-)-(1R,2S,3R,5R)-3-((tert-butoxycarbonyl)amino)-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 1.5h;
DOI:10.1021/jo500382v

Reference yield:

: 151792-53-9
tert-butyl (1R,4S)-(-)-3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

: 1007125-08-7
(-)-(1R,2S,3R,5R)-3-((tert-butoxycarbonyl)amino)-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone; tert-butyl alcohol / 2 h / 0 - 20 °C

2: dmap / dichloromethane / 1 h / 0 °C

3: sodium tetrahydroborate / methanol / 1.5 h / 0 - 20 °C

With dmap; sodium tetrahydroborate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In methanol; dichloromethane; acetone; tert-butyl alcohol;
DOI:10.1021/jo500382v