(1S,3S,4S)-methyl 4-(tert-butoxycarbonyl)-3-hydroxycyclohexanecarboxylate

Base Information

Chemical Name:(1S,3S,4S)-methyl 4-(tert-butoxycarbonyl)-3-hydroxycyclohexanecarboxylate
CAS No.:349494-42-4
Molecular Formula:C13H22O5
Molecular Weight:258.31078
Hs Code.:
Mol file:349494-42-4.mol

Synonyms:(1S,3S,4S)-methyl 4-(tert-butoxycarbonyl)-3-hydroxycyclohexanecarboxylate

Suppliers and Price of (1S,3S,4S)-methyl 4-(tert-butoxycarbonyl)-3-hydroxycyclohexanecarboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of (1S,3S,4S)-methyl 4-(tert-butoxycarbonyl)-3-hydroxycyclohexanecarboxylate

Chemical Property:

Melting Point:100 - 105 °C
PSA：84.86000
LogP:1.60460

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

Safty Information:

Pictogram(s):
Hazard Codes:

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Technology Process of (1S,3S,4S)-methyl 4-(tert-butoxycarbonyl)-3-hydroxycyclohexanecarboxylate

There total 8 articles about (1S,3S,4S)-methyl 4-(tert-butoxycarbonyl)-3-hydroxycyclohexanecarboxylate 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: 46.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 349494-41-3
methyl (1S,3S,4S)-4-amino-3-hydroxy-1-cyclohexanecarboxylate

: 349494-42-4
methyl (1S,3S,4S)-4-(tert-butoxycarbonylamino)-3-hydroxy-1-cyclohexanecarboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetone; at 26 ℃; for 20h;
DOI:10.1016/S0957-4166(01)00062-3

Reference yield:

: 5708-19-0
(1S)-3-cyclohexenecarboxylic acid

: 349494-42-4
methyl (1S,3S,4S)-4-(tert-butoxycarbonylamino)-3-hydroxy-1-cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / Br₂ / CHCl₃ / 0.25 h / 20 °C

2: 59 percent / aq. NaOH; phenolphthalein / 0.5 h / 60 °C

3: 94 percent / NaHCO₃ / 1 h

4: 91 percent / pyridine; DMAP / CH₂Cl₂ / 4 h

5: 49 percent / NaN₃; 15-crown-5 / dimethylformamide / 120 h / 75 °C

6: NaOMe; MeOH / 4 h

7: 112 mg / H₂ / Pd/C / methanol / 1 h

8: 46 percent / N,N-diisopropylethylamine / acetone / 20 h / 26 °C

With pyridine; methanol; dmap; sodium hydroxide; sodium azide; 15-crown-5; phenolphthalein; hydrogen; bromine; sodium methylate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0957-4166(01)00062-3

Reference yield:

: 349494-37-7
(1S,4R,5S)-4-bromo-6-oxabicyclo[3.2.1]octan-7-one

: 349494-42-4
methyl (1S,3S,4S)-4-(tert-butoxycarbonylamino)-3-hydroxy-1-cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / NaHCO₃ / 1 h

2: 91 percent / pyridine; DMAP / CH₂Cl₂ / 4 h

3: 49 percent / NaN₃; 15-crown-5 / dimethylformamide / 120 h / 75 °C

4: NaOMe; MeOH / 4 h

5: 112 mg / H₂ / Pd/C / methanol / 1 h

6: 46 percent / N,N-diisopropylethylamine / acetone / 20 h / 26 °C

With pyridine; methanol; dmap; sodium azide; 15-crown-5; hydrogen; sodium methylate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0957-4166(01)00062-3