Acetic acid (1R,2R)-2-benzyloxy-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-butyl ester

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Chemical Name:Acetic acid (1R,2R)-2-benzyloxy-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-butyl ester
CAS No.:131013-33-7
Molecular Formula:C₂₁H₃₄O₅Si
Molecular Weight:394.583
Hs Code.:

Synonyms:Acetic acid (1R,2R)-2-benzyloxy-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-butyl ester

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Chemical Property of Acetic acid (1R,2R)-2-benzyloxy-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-butyl ester

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Technology Process of Acetic acid (1R,2R)-2-benzyloxy-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-butyl ester

There total 7 articles about Acetic acid (1R,2R)-2-benzyloxy-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-butyl ester 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 131013-33-7
Acetic acid (1R,2R)-2-benzyloxy-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / 2,4-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

2: NEt₃, DMAP / CH₂Cl₂ / 23 °C

3: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C, 8 min, 2.) 23 deg C, overnight

With dmap; 2,4-lutidine; dimethylsulfide; ozone; triethylamine; In dichloromethane;
DOI:10.1021/jo00004a054

Reference yield:

: 100-39-0
benzyl bromide

: 131013-33-7
Acetic acid (1R,2R)-2-benzyloxy-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1) NaH / 1) THF, 23 deg C, 1 h, 2) 23 deg C, 24 h

2: 87 percent / aq. HOAc / 4 h / 75 °C

3: 88 percent / 2,4-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4: NEt₃, DMAP / CH₂Cl₂ / 23 °C

5: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C, 8 min, 2.) 23 deg C, overnight

With dmap; 2,4-lutidine; dimethylsulfide; sodium hydride; ozone; acetic acid; triethylamine; In dichloromethane;
DOI:10.1021/jo00004a054

Reference yield:

: 106062-13-9
(2R,3S,4R)-2,3-O-isopropylidene-6-hepten-2,3,4-triol

: 131013-33-7
Acetic acid (1R,2R)-2-benzyloxy-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1) NaH / 1) THF, 23 deg C, 1 h, 2) 23 deg C, 24 h

2: 87 percent / aq. HOAc / 4 h / 75 °C

3: 88 percent / 2,4-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4: NEt₃, DMAP / CH₂Cl₂ / 23 °C

5: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C, 8 min, 2.) 23 deg C, overnight

With dmap; 2,4-lutidine; dimethylsulfide; sodium hydride; ozone; acetic acid; triethylamine; In dichloromethane;
DOI:10.1021/jo00004a054