(4R,5R,6R)-6-[(1R,2R)-1-Benzyloxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Base Information

Chemical Name:(4R,5R,6R)-6-[(1R,2R)-1-Benzyloxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester
CAS No.:104427-25-0
Molecular Formula:C₃₁H₅₃NO₇Si₂
Molecular Weight:607.935
Hs Code.:

(4R,5R,6R)-6-[(1R,2R)-1-Benzyloxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Synonyms:(4R,5R,6R)-6-[(1R,2R)-1-Benzyloxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

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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 (4R,5R,6R)-6-[(1R,2R)-1-Benzyloxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (4R,5R,6R)-6-[(1R,2R)-1-Benzyloxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

There total 9 articles about (4R,5R,6R)-6-[(1R,2R)-1-Benzyloxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-cyclohex-1-enecarboxylic acid methyl 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:

: 57224-63-2
methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate

: 104427-25-0,104486-65-9
<4R-<4α,5β,6α(1R*,2R*)>>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-<2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-<<(phenylmethoxy)carbonyl>amino>propyl>-5-hydroxy-1-cyclohexene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

2: 20percent DIBAL-H / toluene; hexane / 4 h / -78 °C

3: 80 percent / tetrahydrofuran / 24 h / Heating

4: 96 percent / triethylamine / benzene / 1.) 0 deg C, 5 min, 2.) RT, 15 min, 3.) 55 deg C, 6 h

5: 21 percent / benzene / 24 h / 110 °C / sealed tube

6: 1.) 1.0M borane, 2.) 30percent H₂O₂, 2N NaOH / 1.) THF, 0 deg C, 1 h, 2.) H₂O, 0 deg C, 0.5 h

With 1H-imidazole; sodium hydroxide; borane; dihydrogen peroxide; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja00251a021

Reference yield:

: 19728-63-3
N-benzyloxycarbonyl-L-treonine

: 104427-25-0,104486-65-9
<4R-<4α,5β,6α(1R*,2R*)>>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-<2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-<<(phenylmethoxy)carbonyl>amino>propyl>-5-hydroxy-1-cyclohexene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / conc. sulfuric acid / 36 h / Ambient temperature

2: 99 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

3: 20percent DIBAL-H / toluene; hexane / 4 h / -78 °C

4: 80 percent / tetrahydrofuran / 24 h / Heating

5: 96 percent / triethylamine / benzene / 1.) 0 deg C, 5 min, 2.) RT, 15 min, 3.) 55 deg C, 6 h

6: 21 percent / benzene / 24 h / 110 °C / sealed tube

7: 1.) 1.0M borane, 2.) 30percent H₂O₂, 2N NaOH / 1.) THF, 0 deg C, 1 h, 2.) H₂O, 0 deg C, 0.5 h

With 1H-imidazole; sodium hydroxide; sulfuric acid; borane; dihydrogen peroxide; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja00251a021

Reference yield:

: 104410-78-8
(2S,3R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)butanoate

: 104427-25-0,104486-65-9
<4R-<4α,5β,6α(1R*,2R*)>>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-<2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-<<(phenylmethoxy)carbonyl>amino>propyl>-5-hydroxy-1-cyclohexene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 20percent DIBAL-H / toluene; hexane / 4 h / -78 °C

2: 80 percent / tetrahydrofuran / 24 h / Heating

3: 96 percent / triethylamine / benzene / 1.) 0 deg C, 5 min, 2.) RT, 15 min, 3.) 55 deg C, 6 h

4: 21 percent / benzene / 24 h / 110 °C / sealed tube

5: 1.) 1.0M borane, 2.) 30percent H₂O₂, 2N NaOH / 1.) THF, 0 deg C, 1 h, 2.) H₂O, 0 deg C, 0.5 h

With sodium hydroxide; borane; dihydrogen peroxide; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; toluene; benzene;
DOI:10.1021/ja00251a021