(1S,2R,3S,5S)-3-Amino-5-hydroxymethyl-cyclopentane-1,2-diol

Base Information

Chemical Name:(1S,2R,3S,5S)-3-Amino-5-hydroxymethyl-cyclopentane-1,2-diol
CAS No.:106707-52-2
Molecular Formula:C6H13NO3
Molecular Weight:147.174
Hs Code.:
European Community (EC) Number:695-481-2
DSSTox Substance ID:DTXSID501186676
Wikidata:Q76422245
Mol file:106707-52-2.mol

Synonyms:220497-88-1;(1S,2R,3S,4S)-2,3-DIHYDROXY-4-(HYDROXYMETHYL)-1-AMINOCYCLOPENTANE HYDROCHLORIDE;(1S,2R,3S,5S)-3-amino-5-(hydroxymethyl)cyclopentane-1,2-diol;SCHEMBL1368473;FHNKBDPGQXLKRW-OMMKOOBNSA-N;DTXSID501186676;(1S,2R,3S,5S)-3-Amino-5-hydroxymethyl-cyclopentane-1,2-diol;AKOS006338152;106707-52-2;(1S,2R,3S,5S)-3-Amino-5-(hydroxymethyl)-1,2-cyclopentanediol

Suppliers and Price of (1S,2R,3S,5S)-3-Amino-5-hydroxymethyl-cyclopentane-1,2-diol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 0 raw suppliers

Chemical Property of (1S,2R,3S,5S)-3-Amino-5-hydroxymethyl-cyclopentane-1,2-diol

Chemical Property:

XLogP3:-1.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:147.08954328
Heavy Atom Count:10
Complexity:120

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C(C(C(C1N)O)O)CO
Isomeric SMILES:C1[C@H]([C@@H]([C@@H]([C@H]1N)O)O)CO

Technology Process of (1S,2R,3S,5S)-3-Amino-5-hydroxymethyl-cyclopentane-1,2-diol

There total 29 articles about (1S,2R,3S,5S)-3-Amino-5-hydroxymethyl-cyclopentane-1,2-diol 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: 82.0%

: (3aR,4R,6R,6aS)-2,2-dimethyl-6-(trityloxymethyl)tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine

: 50619-37-9,62138-01-6,69979-44-8,75829-33-3,85026-59-1,86287-57-2,87419-91-8,91382-82-0,106707-52-2,123880-25-1,145843-30-7,305384-32-1,780705-82-0
(-)-(1R,2S,3R,4R)-4-amino-2,3-dihydroxy-1-hydroxymethyl cyclopentane

Guidance literature:: With hydrogenchloride; In methanol; water; at 0 - 50 ℃;
DOI:10.1002/ejoc.201801586

Reference yield: 75.0%

: 143995-01-1
(1S,2R,3S,5S)-3-Amino-5-benzyloxymethyl-cyclopentane-1,2-diol

: 106707-52-2,305384-32-1,780705-82-0
(1β,2β,3α,5α)-5-Amino-3-hydroxymethyl-1,2-cyclopentanediol

Guidance literature:: With ammonia; sodium; for 1h;

Reference yield:

: 69919-17-1
methyl (+)-(1R,4S)-4-acetamido-cyclopent-2-ene carboxylate

: 106707-52-2,305384-32-1,780705-82-0
(1β,2β,3α,5α)-5-Amino-3-hydroxymethyl-1,2-cyclopentanediol

Guidance literature:: Multi-step reaction with 2 steps

1: OsO₄, NMMO / 2-methyl-propan-2-ol; H₂O / Ambient temperature

2: 1.) LiBH(Et)3; 2.) 6N HCl / 1.) THF; 2.) reflux

With hydrogenchloride; osmium(VIII) oxide; lithium triethylborohydride; 4-methylmorpholine N-oxide; In water; tert-butyl alcohol;
DOI:10.1016/0223-5234(89)90086-X