1-Pyrrolidinecarboxylic acid, 2-[1-(benzoylamino)-2-[[(1Z)-1-(hydroxymethylene)-2-oxopropyl]amino]- 2-oxoethylidene]-5-[[(methylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)- , 2-propenyl ester, (2E,3R,4R,5S)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 2-[1-(benzoylamino)-2-[[(1Z)-1-(hydroxymethylene)-2-oxopropyl]amino]- 2-oxoethylidene]-5-[[(methylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)- , 2-propenyl ester, (2E,3R,4R,5S)-
CAS No.:161150-65-8
Molecular Formula:C₃₇H₃₉N₃O₁₁S
Molecular Weight:733.796
Hs Code.:
Mol file:161150-65-8.mol

1-Pyrrolidinecarboxylic acid,
2-[1-(benzoylamino)-2-[[(1Z)-1-(hydroxymethylene)-2-oxopropyl]amino]-
2-oxoethylidene]-5-[[(methylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)-
, 2-propenyl ester, (2E,3R,4R,5S)-

Synonyms:

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-[1-(benzoylamino)-2-[[(1Z)-1-(hydroxymethylene)-2-oxopropyl]amino]- 2-oxoethylidene]-5-[[(methylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)- , 2-propenyl ester, (2E,3R,4R,5S)-

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Technology Process of 1-Pyrrolidinecarboxylic acid, 2-[1-(benzoylamino)-2-[[(1Z)-1-(hydroxymethylene)-2-oxopropyl]amino]- 2-oxoethylidene]-5-[[(methylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)- , 2-propenyl ester, (2E,3R,4R,5S)-

There total 3 articles about 1-Pyrrolidinecarboxylic acid, 2-[1-(benzoylamino)-2-[[(1Z)-1-(hydroxymethylene)-2-oxopropyl]amino]- 2-oxoethylidene]-5-[[(methylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)- , 2-propenyl ester, (2E,3R,4R,5S)- 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:

: 161150-64-7
(3R,4R,5S)-2-[(E)-1-benzoylamino-1-[1-formyl-2,2-dimethoxypropyl]-carbamoyl]methylidene-3,4-dibenzyloxy-1-(prop-2-en-1-yloxy)carbonyl-5-(methanesulfonyloxy)methylpyrrolidine

: 161150-65-8
(3R,4R,5S)-2-[(E)-1-benzoylamino-1-(((Z)-4-hydroxybut-3-en-2-on-3-yl)carbamoyl)methylidene]-3,4-dibenzyloxy-1-(prop-2-en-1-yloxy)carbonyl-5-(methanesulfonyloxy)methylpyrrolidine

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1016/S0040-4020(03)00378-8

Reference yield:

: 560130-29-2
4-[(3R,4R,5S)-3,4-dibenzyloxy-5-(methanesulfonyloxy)methylpyrrolidin-2-ylidene]-2-phenyl-4H-oxazol-5-one

: 161150-65-8
(3R,4R,5S)-2-[(E)-1-benzoylamino-1-(((Z)-4-hydroxybut-3-en-2-on-3-yl)carbamoyl)methylidene]-3,4-dibenzyloxy-1-(prop-2-en-1-yloxy)carbonyl-5-(methanesulfonyloxy)methylpyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 27 percent / DMAP / tetrahydrofuran / 0.17 h / 20 °C

2: 75 percent / DMAP / toluene / 2 h / 50 °C

3: 93 percent / HF-pyridine complex / pyridine / 1.5 h / 0 - 20 °C

4: 68 percent / PDC; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 20 °C

5: p-TsOH*H₂O / tetrahydrofuran / 0.5 h / 20 °C

With dmap; dipyridinium dichromate; 4 A molecular sieve; toluene-4-sulfonic acid; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; dichloromethane; toluene;
DOI:10.1016/S0040-4020(03)00378-8

Reference yield:

: 228120-04-5
(E)-4-[(3R,4R,5S)-1-allyloxycarbonyl-3,4-dibenzyloxy-5-(methanesulfonyloxy)methylpyrrolidin-2-ylidene]-2-phenyl-4H-oxazol-5-one

: 161150-65-8
(3R,4R,5S)-2-[(E)-1-benzoylamino-1-(((Z)-4-hydroxybut-3-en-2-on-3-yl)carbamoyl)methylidene]-3,4-dibenzyloxy-1-(prop-2-en-1-yloxy)carbonyl-5-(methanesulfonyloxy)methylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / DMAP / toluene / 2 h / 50 °C

2: 93 percent / HF-pyridine complex / pyridine / 1.5 h / 0 - 20 °C

3: 68 percent / PDC; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 20 °C

4: p-TsOH*H₂O / tetrahydrofuran / 0.5 h / 20 °C

With dmap; dipyridinium dichromate; 4 A molecular sieve; toluene-4-sulfonic acid; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; dichloromethane; toluene;
DOI:10.1016/S0040-4020(03)00378-8