(1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetic acid-1,4-lactone

Base Information

Chemical Name:(1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetic acid-1,4-lactone
CAS No.:101932-67-6
Molecular Formula:C₂₉H₃₀O₅
Molecular Weight:458.554
Hs Code.:

Synonyms:(1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetic acid-1,4-lactone

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Chemical Property of (1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetic acid-1,4-lactone

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Technology Process of (1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetic acid-1,4-lactone

There total 9 articles about (1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetic acid-1,4-lactone 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: 60.0%

: 101932-66-5
methyl (1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetate

: 101932-67-6
(1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetic acid-1,4-lactone

Guidance literature:: With 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 72h; Heating;
DOI:10.1016/0008-6215(90)80063-9

Reference yield:

: 160549-10-0
2,3,5-tri-O-benzyl-D-arabinofuranose

: 101932-67-6
(1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetic acid-1,4-lactone

Guidance literature:: Multi-step reaction with 6 steps

2: 88 percent / CF₃CO₂H / CH₂Cl₂ / 3.5 h / 0 °C

3: LiN(i-Pr)2 / THF, 2h ,-78 deg C

4: diethyl ether

5: Bu3SnH, α,α'-azobis(isobutyronitrile) / benzene / 4 h / Ambient temperature

6: 60 percent / DBU, moleculare sieves 4A / benzene / 72 h / Heating

With 4 A molecular sieve; azobisisobutyronitrile; tri-n-butyl-tin hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; lithium diisopropyl amide; In diethyl ether; dichloromethane; benzene;
DOI:10.1016/0008-6215(90)80063-9

Reference yield:

: 101916-96-5
(Z)-4,5,7-tri-O-benzyl-2,3-dideoxy-D-threo-hept-2-en-6-ulosonic acid

: 101932-67-6
(1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetic acid-1,4-lactone

Guidance literature:: Multi-step reaction with 4 steps

1: LiN(i-Pr)2 / 1.)

2: diethyl ether

3: 80 percent / Bu3SnH, α,α'-azobis(isobutyronitrile) / benzene / 4 h / Ambient temperature

4: 60 percent / DBU, moleculare sieves 4A / benzene / 72 h / Heating

With 4 A molecular sieve; azobisisobutyronitrile; tri-n-butyl-tin hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In diethyl ether; benzene;
DOI:10.1016/0008-6215(90)80063-9