(2S,3S,5S)-2-(tert-butoxycarbonyl)amino-1-cyclohexyl-6-methyl-3,5-heptanediol

Base Information

Chemical Name:(2S,3S,5S)-2-(tert-butoxycarbonyl)amino-1-cyclohexyl-6-methyl-3,5-heptanediol
CAS No.:146388-91-2
Molecular Formula:C₁₉H₃₇NO₄
Molecular Weight:343.507
Hs Code.:

Synonyms:(2S,3S,5S)-2-(tert-butoxycarbonyl)amino-1-cyclohexyl-6-methyl-3,5-heptanediol

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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 (2S,3S,5S)-2-(tert-butoxycarbonyl)amino-1-cyclohexyl-6-methyl-3,5-heptanediol

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Technology Process of (2S,3S,5S)-2-(tert-butoxycarbonyl)amino-1-cyclohexyl-6-methyl-3,5-heptanediol

There total 4 articles about (2S,3S,5S)-2-(tert-butoxycarbonyl)amino-1-cyclohexyl-6-methyl-3,5-heptanediol 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: 59.0%

: 146369-88-2
(5S,6S)-6-(tert-butoxycarbonyl)amino-7-cyclohexyl-2-methyl-5-hydroxy-3-heptanone

: 146388-91-2
(2S,3S,5S)-2-(tert-butoxycarbonyl)amino-1-cyclohexyl-6-methyl-3,5-heptanediol

: 198989-47-8
(2S,3S,5R)-2-(tert-butoxycarbonyl)amino-1-cyclohexyl-6-methyl-3,5-heptanediol

Guidance literature:: With sodium tetrahydroborate; In methanol; for 1h;
DOI:10.1248/cpb.45.1631

Reference yield: 34.0%

: 146369-88-2
(5S,6S)-6-(tert-butoxycarbonyl)amino-7-cyclohexyl-2-methyl-5-hydroxy-3-heptanone

: 146388-91-2
(2S,3S,5S)-2-(tert-butoxycarbonyl)amino-1-cyclohexyl-6-methyl-3,5-heptanediol

Guidance literature:: With tetramethylammonium borohydride; propionic acid; at 0 ℃; for 2h;
DOI:10.1016/S0957-4166(99)00324-9

Reference yield:

: 563-80-4
3-methyl-butan-2-one

: 146388-91-2
(2S,3S,5S)-2-(tert-butoxycarbonyl)amino-1-cyclohexyl-6-methyl-3,5-heptanediol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, from -70 deg C to RT, 2.) THF, 5 min

2: 27 percent / NaBH₄ / methanol / 1 h

With sodium tetrahydroborate; lithium diisopropyl amide; In methanol;
DOI:10.1248/cpb.45.1631