1,2,3,5-Tetradeoxy-1,5-bis[(phenylsulfonyl)amino]-L-threo-hexitol

Base Information

Chemical Name:1,2,3,5-Tetradeoxy-1,5-bis[(phenylsulfonyl)amino]-L-threo-hexitol
CAS No.:119593-47-4
Molecular Formula:C₁₈H₂₄N₂O₆S₂
Molecular Weight:428.53
Hs Code.:
DSSTox Substance ID:DTXSID501167989

Synonyms:DTXSID501167989;1,2,3,5-Tetradeoxy-1,5-bis[(phenylsulfonyl)amino]-L-threo-hexitol;119593-47-4

Suppliers and Price of 1,2,3,5-Tetradeoxy-1,5-bis[(phenylsulfonyl)amino]-L-threo-hexitol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemical Property of 1,2,3,5-Tetradeoxy-1,5-bis[(phenylsulfonyl)amino]-L-threo-hexitol

Chemical Property:

XLogP3:1
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:11
Exact Mass:428.10757884
Heavy Atom Count:28
Complexity:645

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1=CC=C(C=C1)S(=O)(=O)NCCCC(C(CO)NS(=O)(=O)C2=CC=CC=C2)O
Isomeric SMILES:C1=CC=C(C=C1)S(=O)(=O)NCCC[C@@H]([C@H](CO)NS(=O)(=O)C2=CC=CC=C2)O

Technology Process of 1,2,3,5-Tetradeoxy-1,5-bis[(phenylsulfonyl)amino]-L-threo-hexitol

There total 13 articles about 1,2,3,5-Tetradeoxy-1,5-bis[(phenylsulfonyl)amino]-L-threo-hexitol 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:

: 119593-39-4,119716-99-3,151213-75-1
(4R,5S)-5-<(phenylsulfonyl)amino>-2,2-dimethyl-4-(3-hydroxypropyl)-1,3-dioxane

: 119593-47-4,119677-20-2
(2S,3R)-3-hydroxy-2,6-bis<(phenylsulfonyl)amino>hexanol

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2: NaN₃, NaI / dimethylformamide / 18 h / 80 °C

3: H₂ / PtO₂ / methanol / 3 h / 760 Torr

4: K₂CO₃ / tetrahydrofuran; H₂O / Ambient temperature; overnight

5: 1 N HCl / tetrahydrofuran; H₂O / 3 h

With hydrogenchloride; sodium azide; hydrogen; potassium carbonate; triethylamine; sodium iodide; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00269a023

Reference yield:

: 119593-28-1
(4R,5S)-5-<(phenylsulfonyl)amino>-4-allyl-2,2-dimethyl-1,3-dioxane

: 119593-47-4,119677-20-2
(2S,3R)-3-hydroxy-2,6-bis<(phenylsulfonyl)amino>hexanol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) BH₃*THF, 2.) 30percent H₂O₂, 3 M NaOH / 1.) THF, RT, 1 h, 2.) THF, 45 deg C, 0.5 h

2: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3: NaN₃, NaI / dimethylformamide / 18 h / 80 °C

4: H₂ / PtO₂ / methanol / 3 h / 760 Torr

5: K₂CO₃ / tetrahydrofuran; H₂O / Ambient temperature; overnight

6: 1 N HCl / tetrahydrofuran; H₂O / 3 h

With hydrogenchloride; sodium hydroxide; sodium azide; borane-THF; hydrogen; dihydrogen peroxide; potassium carbonate; triethylamine; sodium iodide; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00269a023

Reference yield:

: 119593-39-4
(4S,5S)-5-<(phenylsulfonyl)amino>-2,2-dimethyl-4-(3-hydroxypropyl)-1,3-dioxane

: 119593-47-4
(2S,3S)-3-hydroxy-2,6-bis<(phenylsulfonyl)amino>hexanol

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2: 78 percent / NaN₃, NaI / dimethylformamide / 18 h / 80 °C

3: 100 percent / H₂ / PtO₂ / methanol / 3 h / 760 Torr

4: 90 percent / K₂CO₃ / tetrahydrofuran; H₂O / Ambient temperature; overnight

5: 1 N HCl / tetrahydrofuran; H₂O / 3 h

With hydrogenchloride; sodium azide; hydrogen; potassium carbonate; triethylamine; sodium iodide; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00269a023