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

Base Information

Chemical Name:methyl (1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetate
CAS No.:101932-66-5
Molecular Formula:C₃₀H₃₄O₆
Molecular Weight:490.596
Hs Code.:

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

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

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

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

There total 9 articles about methyl (1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylacetate 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: 80.0%

: 101916-98-7
methyl (Z)-4,5,7-tri-O-benzyl-2,3-dideoxy-6-C-(dibromomethyl)-L-xylo-hept-2-enonate

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

Guidance literature:: With azobisisobutyronitrile; tri-n-butyl-tin hydride; In benzene; for 4h; Ambient temperature;
DOI:10.1016/0008-6215(90)80063-9

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / CH₂Cl₂ / 25 °C

2: DMSO/(COCl)2, EtN₃

3: 93 percent / CF₃COOH / CH₂Cl₂ / 0 °C

4: 1.) LDA; 2.) LDA / 2.) -78 deg C

5: Bu₃SnH / benzene / 25 °C

With oxalyl dichloride; tri-n-butyl-tin hydride; dimethyl sulfoxide; trifluoroacetic acid; lithium diisopropyl amide; ethyl azide; In dichloromethane; benzene;
DOI:10.1021/ja00271a049

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LDA; 2.) LDA / 2.) -78 deg C

2: Bu₃SnH / benzene / 25 °C

With tri-n-butyl-tin hydride; lithium diisopropyl amide; In benzene;
DOI:10.1021/ja00271a049