methyl (1R)-1-benzyl-2,2-[(1'R,2'R)-cycloheptane-1',2'-dioxy]-3-cyclopentenecarboxylate

Base Information

Chemical Name:methyl (1R)-1-benzyl-2,2-[(1'R,2'R)-cycloheptane-1',2'-dioxy]-3-cyclopentenecarboxylate
CAS No.:206760-83-0
Molecular Formula:C₂₁H₂₆O₄
Molecular Weight:342.435
Hs Code.:

Synonyms:methyl (1R)-1-benzyl-2,2-[(1'R,2'R)-cycloheptane-1',2'-dioxy]-3-cyclopentenecarboxylate

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Chemical Property of methyl (1R)-1-benzyl-2,2-[(1'R,2'R)-cycloheptane-1',2'-dioxy]-3-cyclopentenecarboxylate

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Technology Process of methyl (1R)-1-benzyl-2,2-[(1'R,2'R)-cycloheptane-1',2'-dioxy]-3-cyclopentenecarboxylate

There total 6 articles about methyl (1R)-1-benzyl-2,2-[(1'R,2'R)-cycloheptane-1',2'-dioxy]-3-cyclopentenecarboxylate 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: 95.0%

: 206760-81-8
methyl (1R,3S)-1-benzyl-2,2-[(1'R,2'R)-cycloheptane-1',2'-dioxy]-3-iodo-1-cyclopentane-carboxylate

: 206760-83-0
methyl (1R)-1-benzyl-2,2-[(1'R,2'R)-cycloheptane-1',2'-dioxy]-3-cyclopentenecarboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 95 - 100 ℃; for 1h;
DOI:10.1016/S0957-4166(98)00065-2

Reference yield:

: 206760-76-1
methyl (1RS)-2,2-((R,R)-cycloheptane-1,2-dioxy)cyclopentanecarboxylate

: 206760-83-0
methyl (1R)-1-benzyl-2,2-[(1'R,2'R)-cycloheptane-1',2'-dioxy]-3-cyclopentenecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / LDA

2: 99 percent / I₂; Et₃N / tetrahydrofuran / 24 h / -40 - -20 °C

3: 95 percent / DBU / 1 h / 95 - 100 °C

With iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1: Alkylation / 2: Iodination / 3: Elimination;
DOI:10.1248/cpb.47.1256

Reference yield:

: 206755-05-7
methyl (1R)-1-benzyl-2-[(1'R,2'R)-2'-hydroxycycloheptan-1'-yl]oxy-2-cyclopenten-1-carboxylate

: 206760-83-0
methyl (1R)-1-benzyl-2,2-[(1'R,2'R)-cycloheptane-1',2'-dioxy]-3-cyclopentenecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / I₂; Et₃N / tetrahydrofuran / 24 h / -40 - -20 °C

2: 95 percent / DBU / 1 h / 95 - 100 °C

With iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; 1: Iodination / 2: Elimination;
DOI:10.1248/cpb.47.1256