Boc-(+/-)-trans-2-aminocyclohexanol

Base Information

• Chemical Name: Boc-(+/-)-trans-2-aminocyclohexanol
• CAS No.: 121282-70-0
• Molecular Formula: C₁₁H₂₁NO₃
• Molecular Weight: 215.293
• Mol file: 121282-70-0.mol

Synonyms:Carbamicacid, (2-hydroxycyclohexyl)-, 1,1-dimethylethyl ester, trans-; Carbamic acid,[(1R,2R)-2-hydroxycyclohexyl]-, 1,1-dimethylethyl ester, rel- (9CI)

Chemical Property of Boc-(+/-)-trans-2-aminocyclohexanol

Chemical Property:

• Boiling Point: 337.7±31.0 °C(Predicted)
• PKA: 12.11±0.40(Predicted)
• PSA: 58.56000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 2.20550
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-ButylN-[(1S,2S)-2-Hydroxycyclohexyl]carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl (2-Hydroxycyclohexyl)carbamate is a reagent used in the preparation of N-aryl acetamides from the corresponding nitro compounds.

Technology Process of Boc-(+/-)-trans-2-aminocyclohexanol

There total 29 articles about Boc-(+/-)-trans-2-aminocyclohexanol 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: 100.0%

tert-butyl [(1S,2S)-2-(benzyloxy)cyclohexyl]carbamate (764659-69-0) → (1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol (121282-70-0,145166-06-9,477584-30-8)

Guidance literature:

With ethanol; palladium on activated charcoal; In cyclohexene; for 6h; Heating / reflux;

Reference yield: 99.0%

tert-butyl (1S,6S)-N-[6-(hydroxy)cyclohex-3-enyl]carbamate (1392837-24-9) → (1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol (121282-70-0,145166-06-9,477584-30-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 10h;

DOI:10.1016/j.tet.2012.05.087

Reference yield: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + (1S,2S)-trans-2-aminocyclohexanol (931-15-7,931-16-8,6850-38-0,6982-39-4,33092-82-9,38898-70-3,74111-21-0,108267-20-5) → (1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol (121282-70-0,145166-06-9,477584-30-8)

Guidance literature:

With potassium hydrogencarbonate; In diethyl ether; water; for 96h; Ambient temperature;

DOI:10.1080/00397919208021127

upstream raw materials:

di-tert-butyl dicarbonate

trans-2-aminocyclohexanol hydrochloride

(+/-)-trans-2-aminocyclohexanol

(±)-trans-2-(benzyloxy)cyclohexanamine

Downstream raw materials:

(1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol

rac-trans-2-methylamino-cyclohexanol

(+/-)-trans-2-aminocyclohexanol

(1S,2R)-(-)-1-tert-butoxycarbonylaminocyclohexan-2-ol

Refernces

• 1、 Delor, Milan,Dai, Jing,Roberts, Trevor D.,Rogers, Julia R.,Hamed, Samia M.,Neaton, Jeffrey B.,Geissler, Phillip L.,Francis, Matthew B.,Ginsberg, Naomi S.. "Exploiting Chromophore-Protein Interactions through Linker Engineering to Tune Photoinduced Dynamics in a Biomimetic Light-Harvesting Platform". . p. 6278 - 6287. Retrieved 2018.
• 2、 Liardo, Elisa,Ríos-Lombardía, Nicolás,Morís, Francisco,Rebolledo, Francisca,González-Sabín, Javier. "Hybrid Organo- and Biocatalytic Process for the Asymmetric Transformation of Alcohols into Amines in Aqueous Medium". . p. 4768 - 4774. Retrieved 2017/07/24.