2-Amino-thiopropionic acid S-[(2R,3S,6S,11R,12S,15S)-11-(2-benzyloxycarbonylamino-acetylsulfanylmethyl)-3,12-bis-(2-methoxy-phenoxymethyl)-6,15-bis-methylcarbamoyl-1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethyl] ester; hydrobromide

Base Information

• Chemical Name: 2-Amino-thiopropionic acid S-[(2R,3S,6S,11R,12S,15S)-11-(2-benzyloxycarbonylamino-acetylsulfanylmethyl)-3,12-bis-(2-methoxy-phenoxymethyl)-6,15-bis-methylcarbamoyl-1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethyl] ester; hydrobromide
• CAS No.: 132757-34-7
• Molecular Formula: BrH*C₄₇H₆₄N₄O₁₆S₂
• Molecular Weight: 1086.09

Synonyms:

Chemical Property of 2-Amino-thiopropionic acid S-[(2R,3S,6S,11R,12S,15S)-11-(2-benzyloxycarbonylamino-acetylsulfanylmethyl)-3,12-bis-(2-methoxy-phenoxymethyl)-6,15-bis-methylcarbamoyl-1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethyl] ester; hydrobromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Amino-thiopropionic acid S-[(2R,3S,6S,11R,12S,15S)-11-(2-benzyloxycarbonylamino-acetylsulfanylmethyl)-3,12-bis-(2-methoxy-phenoxymethyl)-6,15-bis-methylcarbamoyl-1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethyl] ester; hydrobromide

There total 17 articles about 2-Amino-thiopropionic acid S-[(2R,3S,6S,11R,12S,15S)-11-(2-benzyloxycarbonylamino-acetylsulfanylmethyl)-3,12-bis-(2-methoxy-phenoxymethyl)-6,15-bis-methylcarbamoyl-1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethyl] ester; hydrobromide 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:

(R)-1-[(2S,5S,6S,11S,14S,15S)-6,15-Bis-benzyloxymethyl-11-((R)-1,2-dihydroxy-ethyl)-5,14-bis-hydroxymethyl-1,4,7,10,13,16-hexaoxa-cyclooctadec-2-yl]-ethane-1,2-diol → 2-Amino-thiopropionic acid S-[(2R,3S,6S,11R,12S,15S)-11-(2-benzyloxycarbonylamino-acetylsulfanylmethyl)-3,12-bis-(2-methoxy-phenoxymethyl)-6,15-bis-methylcarbamoyl-1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethyl] ester; hydrobromide (132757-34-7)

Guidance literature:

Multi-step reaction with 16 steps

1: TsOH

2: pyridine

3: NaH / dimethylsulfoxide

4: 1N HCl / tetrahydrofuran

5: NaIO₄, aq. NaHCO₃ / tetrahydrofuran

6: PDC / dimethylformamide

7: diethyl ether

8: H₂ / Pd/C / methanol

9: pyridine

10: tetrahydrofuran

11: K₂CO₃ / methanol

12: 1N NaOH / tetrahydrofuran

13: NaH / tetrahydrofuran

14: DEPC, TEA / dimethylformamide

15: 1N NaOH / tetrahydrofuran

16: pyridine / CH₂Cl₂

With pyridine; hydrogenchloride; sodium hydroxide; sodium periodate; dipyridinium dichromate; TEA; hydrogen; sodium hydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; diethyl dicarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)98026-2

Reference yield:

[(2S,3S,8S,11S,12S,17S)-3,12-Bis-benzyloxymethyl-8,17-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-11-hydroxymethyl-1,4,7,10,13,16-hexaoxa-cyclooctadec-2-yl]-methanol → 2-Amino-thiopropionic acid S-[(2R,3S,6S,11R,12S,15S)-11-(2-benzyloxycarbonylamino-acetylsulfanylmethyl)-3,12-bis-(2-methoxy-phenoxymethyl)-6,15-bis-methylcarbamoyl-1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethyl] ester; hydrobromide (132757-34-7)

Guidance literature:

Multi-step reaction with 15 steps

1: pyridine

2: NaH / dimethylsulfoxide

3: 1N HCl / tetrahydrofuran

4: NaIO₄, aq. NaHCO₃ / tetrahydrofuran

5: PDC / dimethylformamide

6: diethyl ether

7: H₂ / Pd/C / methanol

8: pyridine

9: tetrahydrofuran

10: K₂CO₃ / methanol

11: 1N NaOH / tetrahydrofuran

12: NaH / tetrahydrofuran

13: DEPC, TEA / dimethylformamide

14: 1N NaOH / tetrahydrofuran

15: pyridine / CH₂Cl₂

With pyridine; hydrogenchloride; sodium hydroxide; sodium periodate; dipyridinium dichromate; TEA; hydrogen; sodium hydride; sodium hydrogencarbonate; potassium carbonate; diethyl dicarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)98026-2

Reference yield:

(2S,5S,6S,11S,14S,15S)-6,15-Bis-benzyloxymethyl-5,14-bis-(2-methoxy-phenoxymethyl)-1,4,7,10,13,16-hexaoxa-cyclooctadecane-2,11-dicarbaldehyde → 2-Amino-thiopropionic acid S-[(2R,3S,6S,11R,12S,15S)-11-(2-benzyloxycarbonylamino-acetylsulfanylmethyl)-3,12-bis-(2-methoxy-phenoxymethyl)-6,15-bis-methylcarbamoyl-1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethyl] ester; hydrobromide (132757-34-7)

Guidance literature:

Multi-step reaction with 11 steps

1: PDC / dimethylformamide

2: diethyl ether

3: H₂ / Pd/C / methanol

4: pyridine

5: tetrahydrofuran

6: K₂CO₃ / methanol

7: 1N NaOH / tetrahydrofuran

8: NaH / tetrahydrofuran

9: DEPC, TEA / dimethylformamide

10: 1N NaOH / tetrahydrofuran

11: pyridine / CH₂Cl₂

With pyridine; sodium hydroxide; dipyridinium dichromate; TEA; hydrogen; sodium hydride; potassium carbonate; diethyl dicarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)98026-2

upstream raw materials:

D-Ala-ONp*HBr

(2S,5S,6R,11S,14S,15R)-6,15-Bis-mercaptomethyl-5,14-bis-(2-methoxy-phenoxymethyl)-1,4,7,10,13,16-hexaoxa-cyclooctadecane-2,11-dicarboxylic acid

(2S,5S,6R,11S,14S,15R)-6,15-Bis-mercaptomethyl-5,14-bis-(2-methoxy-phenoxymethyl)-1,4,7,10,13,16-hexaoxa-cyclooctadecane-2,11-dicarboxylic acid dimethyl ester

(2S,3S,6S,11S,12S,15S)-2,11-Bis-benzyloxymethyl-6,15-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3,12-bis-(2-methoxy-phenoxymethyl)-1,4,7,10,13,16-hexaoxa-cyclooctadecane

Downstream raw materials:

2-(2-Benzyloxycarbonylamino-acetylamino)-thiopropionic acid S-[(2R,3S,6S,11R,12S,15S)-11-mercaptomethyl-3,12-bis-(2-methoxy-phenoxymethyl)-6,15-bis-methylcarbamoyl-1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethyl] ester

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