1-((1S,2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-bicyclo[3.1.0]hex-2-yl)-3-((E)-3-methoxy-2-methyl-acryloyl)-urea

Base Information

Chemical Name:1-((1S,2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-bicyclo[3.1.0]hex-2-yl)-3-((E)-3-methoxy-2-methyl-acryloyl)-urea
CAS No.:191480-82-7
Molecular Formula:C₂₀H₂₆N₂O₅
Molecular Weight:374.437
Hs Code.:

Synonyms:1-((1S,2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-bicyclo[3.1.0]hex-2-yl)-3-((E)-3-methoxy-2-methyl-acryloyl)-urea

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Chemical Property of 1-((1S,2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-bicyclo[3.1.0]hex-2-yl)-3-((E)-3-methoxy-2-methyl-acryloyl)-urea

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Technology Process of 1-((1S,2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-bicyclo[3.1.0]hex-2-yl)-3-((E)-3-methoxy-2-methyl-acryloyl)-urea

There total 11 articles about 1-((1S,2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-bicyclo[3.1.0]hex-2-yl)-3-((E)-3-methoxy-2-methyl-acryloyl)-urea 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: 50.0%

: 191480-81-6
((E)-3-Methoxy-2-methyl-acryloyl)-carbamic acid ethyl ester

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

: 191480-82-7
1-((1S,2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-bicyclo[3.1.0]hex-2-yl)-3-((E)-3-methoxy-2-methyl-acryloyl)-urea

Guidance literature:: In 1,4-dioxane; at 100 ℃; for 3h;
DOI:10.1021/jo962124t

Reference yield:

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

: 191480-82-7
1-((1S,2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-bicyclo[3.1.0]hex-2-yl)-3-((E)-3-methoxy-2-methyl-acryloyl)-urea

Guidance literature:: Multi-step reaction with 9 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

9: 50 percent / dioxane / 3 h / 100 °C

With 1H-imidazole; sodium periodate; sodium azide; triethylamine trihydrofluoride; diethylzinc; acetic anhydride; triphenylphosphine; hydrazine; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo962124t

Reference yield:

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

: 191480-82-7
1-((1S,2S,4S,5R)-5-Benzyloxymethyl-4-hydroxy-bicyclo[3.1.0]hex-2-yl)-3-((E)-3-methoxy-2-methyl-acryloyl)-urea

Guidance literature:: Multi-step reaction with 2 steps

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

2: 50 percent / dioxane / 3 h / 100 °C

With hydrazine; In 1,4-dioxane; methanol;
DOI:10.1021/jo962124t