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

Base Information

Chemical Name:(-)-(1R,2S,3R,5R)-3-amino-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate hydrochloride
CAS No.:1007125-09-8
Molecular Formula:C₂₀H₂₁NO₅*ClH
Molecular Weight:391.851
Hs Code.:

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

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

Chemical Property:

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

There total 11 articles about (-)-(1R,2S,3R,5R)-3-amino-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate hydrochloride 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: 90.0%

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

: 1007125-09-8
(-)-(1R,2S,3R,5R)-3-amino-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate hydrochloride

Guidance literature:: With hydrogenchloride; In methanol; diethyl ether; at 0 - 20 ℃; for 8h;
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

: 1007125-09-8
(-)-(1R,2S,3R,5R)-3-amino-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate hydrochloride

Guidance literature:: Multi-step reaction with 4 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

4: hydrogenchloride / methanol; diethyl ether / 8 h / 0 - 20 °C

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

Reference yield:

: 1007125-06-5
(-)-(1R,4S,5R,6S)-tert-butyl 5,6-dihydroxy-3-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate

: 1007125-09-8
(-)-(1R,2S,3R,5R)-3-amino-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate hydrochloride

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: hydrogenchloride / methanol; diethyl ether / 8 h / 0 - 20 °C

With hydrogenchloride; dmap; sodium tetrahydroborate; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo500382v