1-[3-(2-Amino-2-oxoethyl)-1H-indol-1-yl]-1,4-dideoxy-α-D-lyxo-hexopyranuronic acid methyl ester

Base Information

Chemical Name:1-[3-(2-Amino-2-oxoethyl)-1H-indol-1-yl]-1,4-dideoxy-α-D-lyxo-hexopyranuronic acid methyl ester
CAS No.:72033-44-4
Molecular Formula:C₁₇H₂₀N₂O₆
Molecular Weight:348.356
Hs Code.:
Mol file:72033-44-4.mol

Synonyms:1-[3-(carbamoylmethyl)indol-1-yl]-1,4-dideoxy-α-D-lyxo-hexopyranosyluronic acid methyl ester;(2S,4S,5S,6S)-6-(3-Carbamoylmethyl-indol-1-yl)-4,5-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester;

Suppliers and Price of 1-[3-(2-Amino-2-oxoethyl)-1H-indol-1-yl]-1,4-dideoxy-α-D-lyxo-hexopyranuronic acid methyl ester

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 1-[3-(2-Amino-2-oxoethyl)-1H-indol-1-yl]-1,4-dideoxy-α-D-lyxo-hexopyranuronic acid methyl ester

Chemical Property:

PSA：124.01000
LogP:0.55170

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
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Technology Process of 1-[3-(2-Amino-2-oxoethyl)-1H-indol-1-yl]-1,4-dideoxy-α-D-lyxo-hexopyranuronic acid methyl ester

There total 27 articles about 1-[3-(2-Amino-2-oxoethyl)-1H-indol-1-yl]-1,4-dideoxy-α-D-lyxo-hexopyranuronic acid methyl ester 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: 35.0%

: 125287-93-6
methyl 1-<3-(carbamoylmethyl)indol-1-yl>-1,4-dideoxy-2,3-di-O-pivaloyl-α-D-lyxo-hexopyranuronate

: 72033-44-4
neosidomycin

Guidance literature:: With sodium methylate; In methanol; at 24 ℃; for 96h; pH=9;
DOI:10.1021/jo201673w

Reference yield:

: 73635-99-1
methyl 2,3-O-isopropylidene-4-deoxy-α-D-lyxo-hexopyranoside

: 72033-44-4
neosidomycin

Guidance literature:: Multi-step reaction with 8 steps

1: NaIO₄ / CuCl₃ / CCl₄; acetonitrile; H₂O

3: 89 percent / 90 percent CF₃COOH / 0.25 h / Ambient temperature

4: 81 percent / pyridine

5: 1.) Ac₂O, H₂SO₄; 2.) Cl₂CHOMe, ZnCl₂ / 1.) AcOH, 0 deg C

6: 44 percent / NaH / acetonitrile / 0 °C

7: 67 percent / Ni(OAc)4*4H₂O / acetic acid / 24 h / Heating

8: 1.) LiOH, / 1.) MeOH

With pyridine; lithium hydroxide; sodium periodate; Dichloromethyl methyl ether; Ni(OAc)4; sulfuric acid; acetic anhydride; sodium hydride; trifluoroacetic acid; zinc(II) chloride; CuCl₃; In tetrachloromethane; water; acetic acid; acetonitrile;
DOI:10.1039/c39890000823

Reference yield:

: 160961-46-6
(4S,5S)-dihydroxy-(6S)-methoxytetrahydropyran-(2S)-carboxylic acid methyl ester

: 72033-44-4
neosidomycin

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / pyridine

2: 1.) Ac₂O, H₂SO₄; 2.) Cl₂CHOMe, ZnCl₂ / 1.) AcOH, 0 deg C

3: 44 percent / NaH / acetonitrile / 0 °C

4: 67 percent / Ni(OAc)4*4H₂O / acetic acid / 24 h / Heating

5: 1.) LiOH, / 1.) MeOH

With pyridine; lithium hydroxide; Dichloromethyl methyl ether; Ni(OAc)4; sulfuric acid; acetic anhydride; sodium hydride; zinc(II) chloride; In acetic acid; acetonitrile;
DOI:10.1039/c39890000823