(2S)-N-(2-amino-4-benzyloxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl dithioacetal

Base Information

• Chemical Name: (2S)-N-(2-amino-4-benzyloxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl dithioacetal
• CAS No.: 127810-78-0
• Molecular Formula: C₂₄H₃₂N₂O₃S₂
• Molecular Weight: 460.662

Synonyms:(2S)-N-(2-amino-4-benzyloxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl dithioacetal

Chemical Property of (2S)-N-(2-amino-4-benzyloxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl dithioacetal

Chemical Property:

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Technology Process of (2S)-N-(2-amino-4-benzyloxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl dithioacetal

There total 9 articles about (2S)-N-(2-amino-4-benzyloxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl dithioacetal 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%

(2-Azido-4-benzyloxy-5-methoxy-phenyl)-[(S)-2-(bis-ethylsulfanyl-methyl)-pyrrolidin-1-yl]-methanone → (2S)-N-(2-amino-4-benzyloxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl dithioacetal (127810-78-0)

Guidance literature:

With ammonium formate; zinc; In methanol; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2004.06.112

Reference yield: 75.0%

(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl dithioacetal (127810-77-9) → (2S)-N-(2-amino-4-benzyloxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl dithioacetal (127810-78-0)

Guidance literature:

With tin(ll) chloride; In methanol; for 0.666667h; Heating;

DOI:10.1055/s-1990-26795

Reference yield:

1-[2-azido-4-(benzyloxy)-5-methoxybenzoyl]prolinal (166117-58-4) + ethanethiol (75-08-1) → (2S)-N-(2-amino-4-benzyloxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl dithioacetal (127810-78-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1016/j.tetlet.2006.04.025

upstream raw materials:

(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl dithioacetal

1-[2-azido-4-(benzyloxy)-5-methoxybenzoyl]prolinal

ethanethiol

4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride

Downstream raw materials:

8-benzyl DC-81

(11aS)-8-hydroxy-7-methoxy-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one

[2-amino-N-(4-β-D-2,3,4,6-tetra-O-acetylgalactopyranosyloxy-3-nitrophenyl)methoxycarbonyl-4-benzyloxy-5-methoxy-1,4-phenylene]carbonyl (2S)-pyrrolidine-2-carboxaldehyde diethyldithioacetal

(11S)-10-(4-β-D-galactopyranosyloxy-3-nitro-phenyl)methoxycarbonyl-11-hydroxy-7-methoxy-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one

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