((1R,2R,5R,6S)-2-Benzo[1,3]dioxol-5-yl-5,6-dihydroxy-cyclohex-3-enyl)-carbamic acid methyl ester

Base Information

Chemical Name:((1R,2R,5R,6S)-2-Benzo[1,3]dioxol-5-yl-5,6-dihydroxy-cyclohex-3-enyl)-carbamic acid methyl ester
CAS No.:172483-29-3
Molecular Formula:C₁₅H₁₇NO₆
Molecular Weight:307.303
Hs Code.:

Synonyms:((1R,2R,5R,6S)-2-Benzo[1,3]dioxol-5-yl-5,6-dihydroxy-cyclohex-3-enyl)-carbamic acid methyl ester

Suppliers and Price of ((1R,2R,5R,6S)-2-Benzo[1,3]dioxol-5-yl-5,6-dihydroxy-cyclohex-3-enyl)-carbamic acid methyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of ((1R,2R,5R,6S)-2-Benzo[1,3]dioxol-5-yl-5,6-dihydroxy-cyclohex-3-enyl)-carbamic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of ((1R,2R,5R,6S)-2-Benzo[1,3]dioxol-5-yl-5,6-dihydroxy-cyclohex-3-enyl)-carbamic acid methyl ester

There total 13 articles about ((1R,2R,5R,6S)-2-Benzo[1,3]dioxol-5-yl-5,6-dihydroxy-cyclohex-3-enyl)-carbamic acid methyl ester 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: 94.0%

: 172483-28-2
((3aS,4R,5R,7aR)-2,2-Dimethyl-3a,4,5,7a-tetrahydro-[5,5']bi[benzo[1,3]dioxolyl]-4-yl)-carbamic acid methyl ester

: 172483-29-3
((1R,2R,5R,6S)-2-Benzo[1,3]dioxol-5-yl-5,6-dihydroxy-cyclohex-3-enyl)-carbamic acid methyl ester

Guidance literature:: With acetic acid; In tetrahydrofuran; at 65 ℃; for 3h;
DOI:10.1021/ja960596j

Reference yield:

: 67451-62-1,82683-92-9,132958-32-8,130792-45-9
cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene

: 172483-29-3
((1R,2R,5R,6S)-2-Benzo[1,3]dioxol-5-yl-5,6-dihydroxy-cyclohex-3-enyl)-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: p-TsOH*H₂O / acetone / 0.33 h / Ambient temperature

2: 54 percent / Cu(acac)2 / acetonitrile / 1 h / Ambient temperature

3: 78 percent / Bu₃SnH, AIBN / tetrahydrofuran / 2 h / Heating

4: 1.) n-BuLi, 2.) CuCN, 3.) BF₃*Et₂O

5: 1.) s-BuLi / 1.) THF, 0 deg C, 5 min, 2.) THF, RT, 10 h

6: 69 percent / sodium anthracenide / 1,2-dimethoxy-ethane / -78 °C

7: 94 percent / aq. AcOH / tetrahydrofuran / 3 h / 65 °C

With copper acetylacetonate; n-butyllithium; sodium anthracenide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; sec.-butyllithium; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; acetone; acetonitrile;
DOI:10.1021/ja960596j

Reference yield:

: 130669-75-9
(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

: 172483-29-3
((1R,2R,5R,6S)-2-Benzo[1,3]dioxol-5-yl-5,6-dihydroxy-cyclohex-3-enyl)-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 54 percent / Cu(acac)2 / acetonitrile / 1 h / Ambient temperature

2: 78 percent / Bu₃SnH, AIBN / tetrahydrofuran / 2 h / Heating

3: 1.) n-BuLi, 2.) CuCN, 3.) BF₃*Et₂O

4: 1.) s-BuLi / 1.) THF, 0 deg C, 5 min, 2.) THF, RT, 10 h

5: 69 percent / sodium anthracenide / 1,2-dimethoxy-ethane / -78 °C

6: 94 percent / aq. AcOH / tetrahydrofuran / 3 h / 65 °C

With copper acetylacetonate; n-butyllithium; sodium anthracenide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; sec.-butyllithium; tri-n-butyl-tin hydride; acetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; acetonitrile;
DOI:10.1021/ja960596j