(2S,4S,5R)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Base Information

Chemical Name:(2S,4S,5R)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester
CAS No.:129001-60-1
Molecular Formula:C₅₀H₅₄N₂O₁₄S
Molecular Weight:939.05
Hs Code.:

(2S,4S,5R)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Synonyms:(2S,4S,5R)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Suppliers and Price of (2S,4S,5R)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,4S,5R)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,4S,5R)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

There total 15 articles about (2S,4S,5R)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-pyrrolidine-1,2-dicarboxylic acid dibenzyl 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: 73.0%

: 129001-57-6
(2S,4S,5R)-4-<(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)oxy>-5-<(benzyloxy)methyl>-1,2-pyrrolidinedicarboxylic acid bis(phenylmethyl ester)

: 129001-60-1
(2S,4S,5R)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Guidance literature:: With sulfur trioxide pyridine complex; In N,N-dimethyl-formamide;
DOI:10.1021/jo00305a007

Reference yield:

: 1499-56-5,775275-31-5,790644-51-8,754962-86-2
(R)-4-hydroxy-L-proline ethyl ester

: 129001-60-1
(2S,4S,5R)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 90 percent / Et₃N / acetonitrile

2: 65 percent / PPh₃, EtO₂CN=NCO₂Et / tetrahydrofuran

3: 1) Et₄NOTs, 2) Ac₂O, Et₃N / 1) graphite electrodes, 5.5 F mol^-1, 2) CH₂Cl₂

4: 77 percent / AcOH, H₂SO₄

5: 86 percent / TsOH

6: 67 percent / (Bu₃Sn)2 / benzene / Irradiation

7: 82 percent / TFA, aq. NaHCO₃ / CH₂Cl₂

8: 1) O₃, 2) NaBH₄ / 1) MeOH, CH₂Cl₂

9: 91 percent / Ag₂O / CH₂Cl₂ / Heating

10: 72 percent / Ti(O-i-Pr)4 / 110 °C

11: 42 percent / BF₃*Et₂O, 4-Angstroem sieves / -40 °C

12: 80 percent

13: 74 percent / KOH, H₂O, MeOH

14: 73 percent / sulfur trioxide-pyridine / dimethylformamide

With methanol; potassium hydroxide; sodium tetrahydroborate; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; water; bis(tri-n-butyltin); sulfur trioxide pyridine complex; acetic anhydride; sodium hydrogencarbonate; tetraethylammonium tosylate; toluene-4-sulfonic acid; ozone; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; silver(l) oxide; diethylazodicarboxylate; titanium(IV) isopropylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo00305a007

Reference yield:

: 132592-31-5
(5R,4S,2S)-4-acetoxy-5-(hydroxymethyl)-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester

: 129001-60-1
(2S,4S,5R)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / Ag₂O / CH₂Cl₂ / Heating

2: 72 percent / Ti(O-i-Pr)4 / 110 °C

3: 42 percent / BF₃*Et₂O, 4-Angstroem sieves / -40 °C

4: 80 percent

5: 74 percent / KOH, H₂O, MeOH

6: 73 percent / sulfur trioxide-pyridine / dimethylformamide

With methanol; potassium hydroxide; 4 A molecular sieve; boron trifluoride diethyl etherate; water; sulfur trioxide pyridine complex; silver(l) oxide; titanium(IV) isopropylate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00305a007