4-Amino-6-methoxy-2-methyloxan-3-ol

Base Information

• Chemical Name: 4-Amino-6-methoxy-2-methyloxan-3-ol
• CAS No.: 67737-60-4
• Molecular Formula: C₇H₁₅NO₃
• Molecular Weight: 161.201
• NSC Number: 110345,301729,240016,224966
• DSSTox Substance ID: DTXSID20940494
• ChEMBL ID: CHEMBL2000704

Synonyms:methyl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexapyranoside;methyl daunosamine;methyldaunosamine

Chemical Property of 4-Amino-6-methoxy-2-methyloxan-3-ol

Chemical Property:

• Boiling Point: 265.7°Cat760mmHg
• Flash Point: 114.5°C
• Density: 1.13g/cm³
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 161.10519334
• Heavy Atom Count: 11
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(CC(O1)OC)N)O

Technology Process of 4-Amino-6-methoxy-2-methyloxan-3-ol

There total 23 articles about 4-Amino-6-methoxy-2-methyloxan-3-ol 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: 91.0%

methanol (67-56-1) + [(S)-3-Oxo-1-((4S,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid tert-butyl ester (142545-31-1) → (3S,4S)-4-Amino-6-methoxy-2-methyl-tetrahydro-pyran-3-ol (18977-92-9,34598-18-0,51869-33-1,54623-23-3,63864-98-2,67693-33-8,67737-60-4,72402-68-7,76793-38-9,77398-20-0,78853-97-1,80483-20-1,80483-25-6,85439-73-2,85439-77-6,116429-70-0,116429-72-2,116836-60-3,131896-61-2)

Guidance literature:

With hydrogenchloride; for 12h; Ambient temperature;

DOI:10.1016/S0040-4020(01)92199-4

Reference yield: 88.0%

2,3,4,6-tetradeoxy-4',5'-dihydro-2'-trichloromethyl(methyl α-DL-lyxo-hexopyranosido)<3,4-d>oxazole (83803-06-9,116558-52-2,116558-53-3) → methyl α-DL-daunosaminide (18977-92-9,34598-18-0,51869-33-1,54623-23-3,63864-98-2,67693-33-8,67737-60-4,72402-68-7,76793-38-9,77398-20-0,78853-97-1,80483-20-1,80483-25-6,85439-73-2,85439-77-6,116429-70-0,116429-72-2,116836-60-3,131896-61-2)

Guidance literature:

With sodium hydroxide; In methanol; water; at 50 ℃; for 2h;

Reference yield: 82.0%

methyl 2,3,6-trideoxy-3-trichloroacetamido-α-DL-ribohexopyranoside (83803-07-0,99594-39-5,99594-59-9) → methyl α-DL-ristosaminide (18977-92-9,34598-18-0,51869-33-1,54623-23-3,63864-98-2,67693-33-8,67737-60-4,72402-68-7,76793-38-9,77398-20-0,78853-97-1,80483-20-1,80483-25-6,85439-73-2,85439-77-6,116429-70-0,116429-72-2,116836-60-3,131896-61-2)

Guidance literature:

With sodium hydroxide; In methanol; water; at 60 ℃; for 2h;

upstream raw materials:

methyl 2,3,6-trideoxy-3-trichloroacetamido-α-DL-ribohexopyranoside

1-(2-furyl)ethanol

1-(2-furyl)-1-ethanone

1-(2,5-dimethoxy-2,5-dihydrofuran-2-yl)ethanol from 2-Acetylfuran

Downstream raw materials:

7-O-(2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-L-xylo-hexopyranosyl)daunomycinone

2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α,β-L-xylo-hexopyranose

methyl-2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-β-L-xylo-hexopyranoside

1-O-acetyl-2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-L-xylo-hexopyranose

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