(1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-hydroxymethyl-3,4-bis-methoxymethoxy-cyclopentanol

Base Information

Chemical Name:(1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-hydroxymethyl-3,4-bis-methoxymethoxy-cyclopentanol
CAS No.:160799-84-8
Molecular Formula:C₁₇H₂₇NO₇
Molecular Weight:357.404
Hs Code.:

Synonyms:(1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-hydroxymethyl-3,4-bis-methoxymethoxy-cyclopentanol

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Chemical Property of (1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-hydroxymethyl-3,4-bis-methoxymethoxy-cyclopentanol

Chemical Property:

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Technology Process of (1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-hydroxymethyl-3,4-bis-methoxymethoxy-cyclopentanol

There total 1 articles about (1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-hydroxymethyl-3,4-bis-methoxymethoxy-cyclopentanol 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:

: 149091-76-9
<1R-(1α,2β,3α,4β,5β)>-5-Azido-2-(benzyloxy)-1-(hydroxymethyl)-3,4-bis(methoxymethoxy)-1-cyclopentanol

: 160799-84-8
(1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-hydroxymethyl-3,4-bis-methoxymethoxy-cyclopentanol

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 2h; Ambient temperature;
DOI:10.1016/S0040-4039(00)60330-1 DOI:10.1021/jo00083a023

Reference yield:

: 160799-84-8
(1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-hydroxymethyl-3,4-bis-methoxymethoxy-cyclopentanol

: 154540-30-4
<1R-(1α,2β,3α,4β,5β)>-5-Acetamido-1,3,4-triacetoxy-1-(acetoxymethyl)-2-(benzyloxy)cyclopentane

Guidance literature:: Multi-step reaction with 3 steps

1: methanol / 5 h / Ambient temperature

2: 10percent HCl / methanol / 1.) r.t., 5 min, 2.) 50 deg C, 20 min

3: DMAP, pyridine / 24 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; In methanol;
DOI:10.1021/jo00083a023

Reference yield:

: 160799-84-8
(1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-hydroxymethyl-3,4-bis-methoxymethoxy-cyclopentanol

: 147237-45-4
1-Deoxy-1-<<<3aR-(3aα,4α,5β,6α,6aα)>-4-(hydroxymethyl)-3a,5,6,6a-tetrahydro-4,5,6-trihydroxy-4H-cyclopentoxazol-2-yl>amino>-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 9 steps

1: methanol / 5 h / Ambient temperature

2: 10percent HCl / methanol / 1.) r.t., 5 min, 2.) 50 deg C, 20 min

3: DMAP, pyridine / 24 h / Ambient temperature

4: 83 percent / H₂ / 20percent Pd(OH)2/C / ethanol / 1 h / Ambient temperature

5: DMAP, pyridine / 5 h / Ambient temperature

6: 89 percent / 2 M aq. HCl / 2 h / 80 °C

7: 88 percent / H₂O; tetrahydrofuran / 48 h / Ambient temperature

8: 2-chloro-3-ethylbenzoxazolium tetrafluoroborate / acetonitrile / 1 h / 0 °C

9: Et₃N / acetonitrile / 1 h / 0 °C

With pyridine; hydrogenchloride; dmap; 3-ethyl-2-chlorobenzoxazolium tetrafluoroborate; hydrogen; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; water; acetonitrile;
DOI:10.1021/jo00083a023