(1R,4R,5R,6R,8S)-5-iodo-3,7-dioxatricyclo<4.2.1.0_4,8>nonan-2-one

Base Information

• Chemical Name: (1R,4R,5R,6R,8S)-5-iodo-3,7-dioxatricyclo<4.2.1.0_4,8>nonan-2-one
• CAS No.: 141318-30-1
• Molecular Formula: C₇H₇IO₃
• Molecular Weight: 266.035
• Mol file: 141318-30-1.mol

Synonyms:(1R,4R,5R,6R,8S)-5-iodo-3,7-dioxatricyclo<4.2.1.0_4,8>nonan-2-one

Chemical Property of (1R,4R,5R,6R,8S)-5-iodo-3,7-dioxatricyclo<4.2.1.0_4,8>nonan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4R,5R,6R,8S)-5-iodo-3,7-dioxatricyclo<4.2.1.0_4,8>nonan-2-one

There total 9 articles about (1R,4R,5R,6R,8S)-5-iodo-3,7-dioxatricyclo<4.2.1.0_4,8>nonan-2-one 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%

7-oxabicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid (1R,2R)-2-(naphthalene-2-sulfonyl)cyclohexyl ester → (1R,4R,5R,6R,8S)-5-iodo-3,7-dioxatricyclo<4.2.1.04,8>nonan-2-one (141318-30-1) + (1S,2S,3S,6S,7R)-2-Iodo-4,8-dioxa-tricyclo[4.2.1.03,7]nonan-5-one + (-)-(1R,2R)-2-(naphthalene-2-sulfonyl)cyclohexanol (253275-90-0)

Guidance literature:

With water; iodine; In acetonitrile; at 20 ℃;

DOI:10.1002/1521-3773(20020902)41:17<3192::AID-ANIE3192>3.0.CO;2-E

Reference yield: 88.0%

(+/-)-7-oxabicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid (24363-23-3,38263-45-5,38263-46-6,64589-22-6,90760-55-7,90760-56-8,117772-64-2) → rac-(1R,2R,3R,6R,7S)-2-iodo-4,8-dioxatricyclo[4.2.1.03,7]nonan-5-one (89678-08-0,95977-83-6,141318-30-1)

Guidance literature:

With iodine; sodium hydrogencarbonate; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(94)00344-F

Reference yield: 86.0%

(1R,2R,4S)-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylic acid (90760-55-7) → (1R,3R,6R,7S)-2-Iodo-4,8-dioxa-tricyclo[4.2.1.03,7]nonan-5-one (89678-08-0,95977-83-6,141318-30-1)

Guidance literature:

With iodine; sodium hydrogencarbonate; In tetrahydrofuran; water;

DOI:10.1039/c39920000406

upstream raw materials:

(1R,2R,4S)-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylic acid

silver(I) acetate

7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic acid,methyl ester

(+/-)-7-oxabicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid

Downstream raw materials:

methyl 3(R),4(R)-epoxy-5(R)-hydroxy-1-cyclohexene-1-carboxylate

(2R,3R,4S)-2,3-epoxy-4-hydroxy-5-hydroxymethyl-cyclohex-5-en-1-one

(1R,2S,4S,5R,7R)-7-hydroxymethyl-3,8-dioxatricyclo[5.1.0.0^2,4]octan-5-ol

(1S,5S,6R)-5-acetoxy-3-methoxycarbonyl-7-oxabicyclo[4.1.0]hept-2-ene