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

Base Information

Chemical Name:(1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylmethanol
CAS No.:101932-68-7
Molecular Formula:C₂₈H₃₂O₅
Molecular Weight:448.559
Hs Code.:

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

Suppliers and Price of (1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylmethanol

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

Chemical Property:

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

There total 11 articles about (1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylmethanol 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:

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

: 101932-68-7
(1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylmethanol

Guidance literature:: Multi-step reaction with 9 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

7: AcOH

8: O₃

9: NaBH₄

With sodium tetrahydroborate; oxalyl dichloride; tri-n-butyl-tin hydride; ozone; acetic acid; 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

: 101932-68-7
(1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylmethanol

Guidance literature:: Multi-step reaction with 6 steps

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

2: Bu₃SnH / benzene / 25 °C

4: AcOH

5: O₃

6: NaBH₄

With sodium tetrahydroborate; tri-n-butyl-tin hydride; ozone; acetic acid; lithium diisopropyl amide; In benzene;
DOI:10.1021/ja00271a049

Reference yield:

: 101916-94-3
tert-butyl (Z)-4,5,7-tri-O-benzyl-2,3-dideoxy-D-threo-hept-2-en-6-ulosonate

: 101932-68-7
(1R,2R,3S,4S)-2,3-bis(benzyloxy)-4-<(benzyloxy)methyl>-4-hydroxycyclopentanylmethanol

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / CF₃COOH / CH₂Cl₂ / 0 °C

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

3: Bu₃SnH / benzene / 25 °C

5: AcOH

6: O₃

7: NaBH₄

With sodium tetrahydroborate; tri-n-butyl-tin hydride; ozone; acetic acid; trifluoroacetic acid; lithium diisopropyl amide; In dichloromethane; benzene;
DOI:10.1021/ja00271a049