(1S,3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol

Base Information

Chemical Name:(1S,3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol
CAS No.:312297-44-2
Molecular Formula:C₂₄H₄₃NO₆Si
Molecular Weight:469.694
Hs Code.:

Synonyms:(1S,3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol

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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 (1S,3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol

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Technology Process of (1S,3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol

There total 4 articles about (1S,3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol 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: 95.0%

: 272786-26-2
(3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanone

: 312297-44-2
(1S,3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol

Guidance literature:: With dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; at 20 ℃; for 0.333333h;
DOI:10.1248/cpb.49.1500

Reference yield:

: 272786-26-2
(3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanone

: 312297-44-2
(1S,3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol

: (1R,3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at -10 ℃;
DOI:10.1016/S0040-4020(00)00685-2

Reference yield:

: 24856-58-4
1,1-dimethoxy-1-(4-bromophenyl)methane

: 312297-44-2
(1S,3R)-4-tert-butoxycarbonylamino-3-tert-butyldimethylsiloxy-1-(4-dimethoxymethylphenyl)butanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: Mg / tetrahydrofuran / 70 °C

1.2: tetrahydrofuran / 0.5 h / -30 °C

1.3: 72 percent / 1 N aq. NaOH / tetrahydrofuran; ethyl acetate / 1.5 h / 20 °C

2.1: 95 percent / BH₃*Me₂S; (R)-5,5-diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine / tetrahydrofuran / 0.33 h / 20 °C

With dimethylsulfide borane complex; magnesium; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; 1.2: Grignard reaction;
DOI:10.1248/cpb.49.1500