N-Boc-(R)-2-Amino-3-methoxy-1-propanol

Base Information

• Chemical Name: N-Boc-(R)-2-Amino-3-methoxy-1-propanol
• CAS No.: 183793-49-9
• Molecular Formula: C₉H₁₉NO₄
• Molecular Weight: 205.254
• Hs Code.: 2924297099
• European Community (EC) Number: 812-579-4
• Nikkaji Number: J3.258.143I
• Wikidata: Q76506591
• Mol file: 183793-49-9.mol

Synonyms:183793-49-9;N-Boc-(R)-2-Amino-3-methoxy-1-propanol;Carbamic acid, [(1R)-2-hydroxy-1-(methoxymethyl)ethyl]-, 1,1-dimethylethyl;tert-butyl N-[(2R)-1-hydroxy-3-methoxypropan-2-yl]carbamate;tert-Butyl (R)-1-hydroxy-3-methoxypropan-2-ylcarbamate;(R)-tert-Butyl (1-hydroxy-3-methoxypropan-2-yl)carbamate;MFCD20261174;CMWJWKLWQJMPMM-SSDOTTSWSA-N;SCHEMBL1987513;Tert-butyl (r)-(1-hydroxy-3-methoxypropan-2-yl)carbamate;AKOS030241633;BS-52087;(R)-2-(Boc-amino)-1-hydroxy-3-methoxypropane;EN300-6282042;(R)-tert-Butyl 1-hydroxy-3-methoxypropan-2-ylcarbamate;(R)-tert-Butyl(1-hydroxy-3-methoxypropan-2-yl)carbamate;tert-butyl [(2R)-1-hydroxy-3-methoxypropan-2-yl]carbamate;tert-butyl[(2R)-1-hydroxy-3-methoxypropan-2-yl]carbamate

Chemical Property of N-Boc-(R)-2-Amino-3-methoxy-1-propanol

Chemical Property:

• Boiling Point: 335.9±32.0 °C(Predicted)
• PKA: 11.60±0.46(Predicted)
• PSA: 67.79000
• Density: 1.059±0.06 g/cm3(Predicted)
• LogP: 0.90930
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 205.13140809
• Heavy Atom Count: 14
• Complexity: 176

Purity/Quality:

97% ^*data from raw suppliers

N-Boc-(R)-2-amino-3-methoxy-1-propanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CO)COC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CO)COC

Technology Process of N-Boc-(R)-2-Amino-3-methoxy-1-propanol

There total 7 articles about N-Boc-(R)-2-Amino-3-methoxy-1-propanol 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: 88.0%

((S)-2-Benzyloxy-1-methoxymethyl-ethyl)-carbamic acid tert-butyl ester (183793-48-8) → (R)-tert-butyl 1-hydroxy-3-methoxy propan-2-yl carbamate (183793-49-9,721927-59-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h;

DOI:10.1021/jo961408a

Reference yield: 85.0%

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-methoxypropanoate (134167-07-0) → (R)-tert-butyl 1-hydroxy-3-methoxy propan-2-yl carbamate (183793-49-9,721927-59-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; water; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2013.09.084

Reference yield: 62.83%

N-tert-butoxycarbonyl-(S)-O-methyl-serin (51293-47-1) → (R)-tert-butyl 1-hydroxy-3-methoxy propan-2-yl carbamate (183793-49-9,721927-59-9)

Guidance literature:

N-tert-butoxycarbonyl-(S)-O-methyl-serin; With 4-methyl-morpholine; isobutyryl chloride; In tetrahydrofuran; at -15 ℃; for 0.333333h;

With sodium tetrahydroborate; water; In tetrahydrofuran; at -15 ℃; for 0.75h;

upstream raw materials:

((S)-2-Benzyloxy-1-methoxymethyl-ethyl)-carbamic acid tert-butyl ester

(S)-N-(tert-butoxycarbonyl)serine

N-tert-butoxycarbonyl-(S)-O-methyl-serin

isobutyl chloroformate

Downstream raw materials:

(S)-tert-butyl 1-methoxy-3-oxopropan-2-ylcarbamate

(R)-methyl 6-(2-(tert-butoxycarbonylamino)-3-methoxypropylamino)-4-cyano-2-(m-tolylamino)nicotinate

(R)-tert-butyl 1-methoxy-3-(3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)propan-2-ylcarbamate

(R)-tert-butyl 1-(7-fluoro-3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)-3-methoxypropan-2-ylcarbamate