(1R,2S,4S,5S)-1-[(Benzyloxy)methyl]-4-aminobicyclo[3.1.0]hexan-2-ol

Base Information

Chemical Name:(1R,2S,4S,5S)-1-[(Benzyloxy)methyl]-4-aminobicyclo[3.1.0]hexan-2-ol
CAS No.:191480-80-5
Molecular Formula:C14H19NO2
Molecular Weight:233.31
Hs Code.:
DSSTox Substance ID:DTXSID901152411
Nikkaji Number:J883.901H

Synonyms:DTXSID901152411;(1R,2S,4S,5S)-1-[(Benzyloxy)methyl]-4-aminobicyclo[3.1.0]hexan-2-ol;(1R,2S,4S,5S)-4-Amino-1-[(phenylmethoxy)methyl]bicyclo[3.1.0]hexan-2-ol;191480-80-5

Suppliers and Price of (1R,2S,4S,5S)-1-[(Benzyloxy)methyl]-4-aminobicyclo[3.1.0]hexan-2-ol

Supply Marketing:

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

Manufacturers and distributors:

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Chemical Property of (1R,2S,4S,5S)-1-[(Benzyloxy)methyl]-4-aminobicyclo[3.1.0]hexan-2-ol

Chemical Property:

XLogP3:0.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:233.141578849
Heavy Atom Count:17
Complexity:277

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1C(C2CC2(C1O)COCC3=CC=CC=C3)N
Isomeric SMILES:C1[C@@H]([C@H]2C[C@]2([C@H]1O)COCC3=CC=CC=C3)N

Technology Process of (1R,2S,4S,5S)-1-[(Benzyloxy)methyl]-4-aminobicyclo[3.1.0]hexan-2-ol

There total 8 articles about (1R,2S,4S,5S)-1-[(Benzyloxy)methyl]-4-aminobicyclo[3.1.0]hexan-2-ol 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: 100.0%

: 191480-79-2
2-((1S,2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-bicyclo[3.1.0]hex-2-yl)-isoindole-1,3-dione

: 191480-80-5
(1R,2S,4S,5S)-4-Amino-1-benzyloxymethyl-bicyclo[3.1.0]hexan-2-ol

Guidance literature:: With hydrazine; In methanol; 1.) room temperature, 30 min, 2.) 50 deg C, 3.5 h;
DOI:10.1021/jo962124t

Reference yield:

: 110567-21-0
(1S,2R)-2-(benzyloxymethyl)-1-hydroxy-3-cyclopentene

: 191480-80-5
(1R,2S,4S,5S)-4-Amino-1-benzyloxymethyl-bicyclo[3.1.0]hexan-2-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 76 percent / imidazole / dimethylformamide / 14 h / Ambient temperature

2: 87 percent / sodium azide / dimethylsulfoxide / Ambient temperature

3: 76 percent / sodium metaperiodate / methanol; H₂O / 36 h / Ambient temperature

4: 90 percent / triphenylphosphine / tetrahydrofuran; H₂O / 4 h / Heating

5: 77 percent / acetic anhydride / pyridine / 4 h / 90 °C

6: 90 percent / triethylamine trihydrofluoride / acetonitrile / Heating

7: 96 percent / Et₂Zn / CH₂Cl₂ / 10 h / 0 °C

8: 100 percent / hydrazine / methanol / 1.) room temperature, 30 min, 2.) 50 deg C, 3.5 h

With 1H-imidazole; sodium periodate; sodium azide; triethylamine trihydrofluoride; diethylzinc; acetic anhydride; triphenylphosphine; hydrazine; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo962124t

Reference yield:

: 191480-78-1
2-((1S,4S)-3-Benzyloxymethyl-4-hydroxy-cyclopent-2-enyl)-isoindole-1,3-dione

: 191480-80-5
(1R,2S,4S,5S)-4-Amino-1-benzyloxymethyl-bicyclo[3.1.0]hexan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / Et₂Zn / CH₂Cl₂ / 10 h / 0 °C

2: 100 percent / hydrazine / methanol / 1.) room temperature, 30 min, 2.) 50 deg C, 3.5 h

With diethylzinc; hydrazine; In methanol; dichloromethane;
DOI:10.1021/jo962124t