tert-butyl ((1S,2R)-2-hydroxycyclohexyl)carbaMate

Base Information

• Chemical Name: tert-butyl ((1S,2R)-2-hydroxycyclohexyl)carbaMate
• CAS No.: 214679-17-1
• Molecular Formula: C11H21 N O3
• Molecular Weight: 215.293
• European Community (EC) Number: 803-126-1
• Nikkaji Number: J1.094.708A
• Mol file: 214679-17-1.mol

Synonyms:214679-17-1;tert-butyl ((1S,2R)-2-hydroxycyclohexyl)carbaMate;tert-butyl (1S,2R)-2-hydroxycyclohexylcarbamate;TERT-BUTYL N-[(1S,2R)-2-HYDROXYCYCLOHEXYL]CARBAMATE;Carbamic acid, [(1S,2R)-2-hydroxycyclohexyl]-, 1,1-dimethylethyl ester (9CI);(1R,2S)-2-(Boc-amino)cyclohexanol;MFCD11975365;SCHEMBL1542181;XVROWZPERFUOCE-DTWKUNHWSA-N;AMY37620;AKOS027402665;DS-18809;EN300-7343834;t-Butyl ((1S,2R)-2-hydroxycyclohexyl)carbamate;A902789;tert-butyl((1S,2R)-2-hydroxycyclohexyl)carbaMate;J-524341;(1R,2S)-cis-N-Boc-2-aminocyclohexanol, >=97% (GC);tert-butyl N-[(1S, 2R)-2-hydroxycyclohexyl]carbamate

Chemical Property of tert-butyl ((1S,2R)-2-hydroxycyclohexyl)carbaMate

Chemical Property:

• PSA: 58.56000
• LogP: 2.20550
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 215.15214353
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

98.5% ^*data from raw suppliers

(1R,2S)-cis-N-Boc-2-aminocyclohexanol ≥97% (GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCCCC1O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H]1CCCC[C@H]1O

Technology Process of tert-butyl ((1S,2R)-2-hydroxycyclohexyl)carbaMate

There total 17 articles about tert-butyl ((1S,2R)-2-hydroxycyclohexyl)carbaMate 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%

(1R,2S)-2-(tert-butoxycarbonylamino)cyclohexyl 4-nitrobenzoate (1269650-09-0) → (1S,2R)-(-)-1-tert-butoxycarbonylaminocyclohexan-2-ol (214679-17-1,477584-30-8)

Guidance literature:

(1R,2S)-2-(tert-butoxycarbonylamino)cyclohexyl 4-nitrobenzoate; With lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃;

With water; In tetrahydrofuran; ethyl acetate;

Reference yield: 99.0%

(1S,2R,1'R,2'S)-(-)-N-<2-(2'-tert-butoxycarbonylaminocyclohexyloxy)-1-methyl-2-phenylethyl>formamide (214679-13-7) → (1S,2R)-(-)-1-tert-butoxycarbonylaminocyclohexan-2-ol (214679-17-1,477584-30-8) + N-<(S)-1-methyl-2-phenylethyl>formamide (15547-39-4,15302-18-8)

Guidance literature:

With sodium; In tetrahydrofuran; ammonia; at -78 ℃; for 0.25h; Yields of byproduct given;

DOI:10.1002/(sici)1099-0690(199809)1998:9<1771::aid-ejoc1771>3.0.co;2-p

Reference yield: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + (1R,2S)-2-amino-1-cyclohexanol (260065-86-9) → (1S,2R)-(-)-1-tert-butoxycarbonylaminocyclohexan-2-ol (214679-17-1,477584-30-8)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 0 ℃;

DOI:10.1021/ja401151v

upstream raw materials:

(1S,2R,1'R,2'S)-(-)-N-<2-(2'-tert-butoxycarbonylaminocyclohexyloxy)-1-methyl-2-phenylethyl>formamide

((1S,2R)-2-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester

2-(tert-butoxycarbonylamino)cyclohexanone

di-tert-butyl dicarbonate

Downstream raw materials:

C₂₈H₃₉N₉O₃

C₄₃H₆₁N₉O₆

C₅₃H₇₃N₁₁O₇

C₂₈H₃₉N₉O₃

Refernces

• 1、 -. "THERAPEUTIC COMPOUNDS AND METHODS OF USE THEREOF". Paragraph 0587; 0588; 0589. . Retrieved 2018/04/26.
• 2、 -. "SUBSTITUTED PYRAZOLO[1,5-a]PYRIMIDINE COMPOUNDS AS mTOR INHIBITORS". . . Retrieved 2011/04/14.