(2R,3S,2'R)-N-tosyl-2-(1',2'-dihydroxyethyl)-3-azide-pyrrolidine

Base Information

Chemical Name:(2R,3S,2'R)-N-tosyl-2-(1',2'-dihydroxyethyl)-3-azide-pyrrolidine
CAS No.:174193-29-4
Molecular Formula:C₁₃H₁₈N₄O₄S
Molecular Weight:326.376
Hs Code.:

Synonyms:(2R,3S,2'R)-N-tosyl-2-(1',2'-dihydroxyethyl)-3-azide-pyrrolidine

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

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Chemical Property of (2R,3S,2'R)-N-tosyl-2-(1',2'-dihydroxyethyl)-3-azide-pyrrolidine

Chemical Property:

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Technology Process of (2R,3S,2'R)-N-tosyl-2-(1',2'-dihydroxyethyl)-3-azide-pyrrolidine

There total 9 articles about (2R,3S,2'R)-N-tosyl-2-(1',2'-dihydroxyethyl)-3-azide-pyrrolidine 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: 85.0%

: 174193-28-3
(2S,3S)-N-tosyl-2-vinyl-3-azide-pyrrolidine

: 174193-29-4
(2R,3S,2'R)-N-tosyl-2-(1',2'-dihydroxyethyl)-3-azide-pyrrolidine

Guidance literature:: With osmium(VIII) oxide; KeFe(CN)6; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; In water; tert-butyl alcohol; Ambient temperature;
DOI:10.1016/0040-4039(95)02041-1

Reference yield:

: 922-65-6
divinylcarbinol

: 174193-29-4
(2R,3S,2'R)-N-tosyl-2-(1',2'-dihydroxyethyl)-3-azide-pyrrolidine

Guidance literature:: Multi-step reaction with 10 steps

1: L-(+)-DIPT, TBHP, Ti(OiPr)4, molecular sieves 4 Angstroem / CH₂Cl₂ / 240 h / -20 °C

2: acetone; diethyl ether / 15 h / Ambient temperature

3: 98 percent / p-TSA / CH₂Cl₂ / Ambient temperature

4: LAH / diethyl ether / 1.5 h / Ambient temperature

5: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

6: 91 percent / p-TSA, HCl / methanol; H₂O / 0.5 h / Ambient temperature

7: 98 percent / pyridine / CH₂Cl₂ / 2 h / Ambient temperature

8: 100 percent / KOH / H₂O; acetone / Ambient temperature

9: 82 percent / NaN₃ / dimethylformamide / 24 h / 90 °C

10: 85 percent / OsO₄, K₃Fe(CN)6, K₂CO₃, (DHQD)2PHAL / 2-methyl-propan-2-ol; H₂O / 24 h / Ambient temperature

With pyridine; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; potassium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium azide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; potassium carbonate; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; potassium hexacyanoferrate(III); In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1016/S0040-4020(96)01049-6

Reference yield:

: 100017-22-9
(S)-1-[(R)-oxiran-2-yl]prop-2-enol

: 174193-29-4
(2R,3S,2'R)-N-tosyl-2-(1',2'-dihydroxyethyl)-3-azide-pyrrolidine

Guidance literature:: Multi-step reaction with 9 steps

1: acetone; diethyl ether / 15 h / Ambient temperature

2: 98 percent / p-TSA / CH₂Cl₂ / Ambient temperature

3: LAH / diethyl ether / 1.5 h / Ambient temperature

4: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

5: 91 percent / p-TSA, HCl / methanol; H₂O / 0.5 h / Ambient temperature

6: 98 percent / pyridine / CH₂Cl₂ / 2 h / Ambient temperature

7: 100 percent / KOH / H₂O; acetone / Ambient temperature

8: 82 percent / NaN₃ / dimethylformamide / 24 h / 90 °C

9: 85 percent / OsO₄, K₃Fe(CN)6, K₂CO₃, (DHQD)2PHAL / 2-methyl-propan-2-ol; H₂O / 24 h / Ambient temperature

With pyridine; hydrogenchloride; potassium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium azide; potassium carbonate; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; potassium hexacyanoferrate(III); In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1016/S0040-4020(96)01049-6