(2S,4S)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester; compound with triethyl-amine

Base Information

Chemical Name:(2S,4S)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester; compound with triethyl-amine
CAS No.:115516-58-0
Molecular Formula:C₆H₁₅N*C₃₉H₄₃N₃O₁₅S
Molecular Weight:927.039
Hs Code.:

(2S,4S)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester; compound with triethyl-amine

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Chemical Property of (2S,4S)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester; compound with triethyl-amine

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Technology Process of (2S,4S)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester; compound with triethyl-amine

There total 11 articles about (2S,4S)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester; compound with triethyl-amine 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:

: 54400-75-8,64650-83-5,88903-97-3,116347-86-5,140849-88-3,144300-01-6,54400-77-0
allyl 2-acetamido-2-deoxy-β-D-glucopyranoside

: 115516-58-0
(2S,4S)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester; compound with triethyl-amine

Guidance literature:: Multi-step reaction with 8 steps

1: 66 percent / TsOH / dimethylformamide

2: 91 percent / NaOH / dimethylformamide

3: 87 percent / NaBH₃CN, HCl / tetrahydrofuran

4: 1.) t-BuOK / 1.) DMSO 2.) pyridine

5: 84 percent / I₂, DABCO / tetrahydrofuran

6: 54 percent / TsOH / 1,2-dichloro-ethane

7: 1.) NaOH 2.) DCC / 1.) MeOH

8: 1.) H₂SO₄, DCC / 2.) DMF

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; sodium hydroxide; sulfuric acid; potassium tert-butylate; iodine; sodium cyanoborohydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)81081-9

Reference yield:

: 63064-48-2,116288-58-5,117299-90-8,126778-02-7,28738-44-5
allyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

: 115516-58-0
(2S,4S)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester; compound with triethyl-amine

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / MeONa

2: 66 percent / TsOH / dimethylformamide

3: 91 percent / NaOH / dimethylformamide

4: 87 percent / NaBH₃CN, HCl / tetrahydrofuran

5: 1.) t-BuOK / 1.) DMSO 2.) pyridine

6: 84 percent / I₂, DABCO / tetrahydrofuran

7: 54 percent / TsOH / 1,2-dichloro-ethane

8: 1.) NaOH 2.) DCC / 1.) MeOH

9: 1.) H₂SO₄, DCC / 2.) DMF

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; sodium hydroxide; sulfuric acid; potassium tert-butylate; iodine; sodium methylate; sodium cyanoborohydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)81081-9

Reference yield:

: 3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3,14086-90-9
2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranosyl acetate

: 115516-58-0
(2S,4S)-4-((2R,3R,4R,5S,6R)-3-Acetylamino-4-benzyloxy-6-benzyloxymethyl-5-sulfooxy-tetrahydro-pyran-2-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-(2,5-dioxo-pyrrolidin-1-yl) ester; compound with triethyl-amine

Guidance literature:: Multi-step reaction with 10 steps

2: 98 percent / MeONa

3: 66 percent / TsOH / dimethylformamide

4: 91 percent / NaOH / dimethylformamide

5: 87 percent / NaBH₃CN, HCl / tetrahydrofuran

6: 1.) t-BuOK / 1.) DMSO 2.) pyridine

7: 84 percent / I₂, DABCO / tetrahydrofuran

8: 54 percent / TsOH / 1,2-dichloro-ethane

9: 1.) NaOH 2.) DCC / 1.) MeOH

10: 1.) H₂SO₄, DCC / 2.) DMF

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; sodium hydroxide; sulfuric acid; potassium tert-butylate; iodine; sodium methylate; sodium cyanoborohydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)81081-9