benzyl 2-[N²-BOC-N¹-[N-2-(trimethylsilyl)ethylsulfonyl-D-Ser(N-FMOC-Gly-Sar-L-Me-Val(β-OH))]-hydrazinol-3-(tert-butyldimethylsilyloxy)-4-(1,3-dioxan-2-yl)]-(2S,3S)-butanoate

Base Information

• Chemical Name: benzyl 2-[N²-BOC-N¹-[N-2-(trimethylsilyl)ethylsulfonyl-D-Ser(N-FMOC-Gly-Sar-L-Me-Val(β-OH))]-hydrazinol-3-(tert-butyldimethylsilyloxy)-4-(1,3-dioxan-2-yl)]-(2S,3S)-butanoate
• CAS No.: 220883-29-4
• Molecular Formula: C₆₀H₉₀N₆O₁₇SSi₂
• Molecular Weight: 1255.64

Synonyms:benzyl 2-[N²-BOC-N¹-[N-2-(trimethylsilyl)ethylsulfonyl-D-Ser(N-FMOC-Gly-Sar-L-Me-Val(β-OH))]-hydrazinol-3-(tert-butyldimethylsilyloxy)-4-(1,3-dioxan-2-yl)]-(2S,3S)-butanoate

Chemical Property of benzyl 2-[N²-BOC-N¹-[N-2-(trimethylsilyl)ethylsulfonyl-D-Ser(N-FMOC-Gly-Sar-L-Me-Val(β-OH))]-hydrazinol-3-(tert-butyldimethylsilyloxy)-4-(1,3-dioxan-2-yl)]-(2S,3S)-butanoate

Chemical Property:

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Technology Process of benzyl 2-[N²-BOC-N¹-[N-2-(trimethylsilyl)ethylsulfonyl-D-Ser(N-FMOC-Gly-Sar-L-Me-Val(β-OH))]-hydrazinol-3-(tert-butyldimethylsilyloxy)-4-(1,3-dioxan-2-yl)]-(2S,3S)-butanoate

There total 1 articles about benzyl 2-[N²-BOC-N¹-[N-2-(trimethylsilyl)ethylsulfonyl-D-Ser(N-FMOC-Gly-Sar-L-Me-Val(β-OH))]-hydrazinol-3-(tert-butyldimethylsilyloxy)-4-(1,3-dioxan-2-yl)]-(2S,3S)-butanoate 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%

benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate (213539-65-2) + N-FMOC-Gly-Sar-L-Me-Val(β-OH)-OH (220883-28-3) → benzyl 2-[N2-BOC-N1-[N-2-(trimethylsilyl)ethylsulfonyl-D-Ser(N-FMOC-Gly-Sar-L-Me-Val(β-OH))]-hydrazinol-3-(tert-butyldimethylsilyloxy)-4-(1,3-dioxan-2-yl)]-(2S,3S)-butanoate (220883-29-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 17h;

DOI:10.1021/ja993019e

Reference yield: 100.0%

benzyl 2-[N2-BOC-N1-[N-2-(trimethylsilyl)ethylsulfonyl-D-Ser(N-FMOC-Gly-Sar-L-Me-Val(β-OH))]-hydrazinol-3-(tert-butyldimethylsilyloxy)-4-(1,3-dioxan-2-yl)]-(2S,3S)-butanoate (220883-29-4) → C45H80N6O15SSi2 (220883-31-8)

Guidance literature:

With diethylamine; In acetonitrile; at 25 ℃; for 0.333333h;

DOI:10.1021/ja993019e

Reference yield: 68.0%

benzyl 2-[N2-BOC-N1-[N-2-(trimethylsilyl)ethylsulfonyl-D-Ser(N-FMOC-Gly-Sar-L-Me-Val(β-OH))]-hydrazinol-3-(tert-butyldimethylsilyloxy)-4-(1,3-dioxan-2-yl)]-(2S,3S)-butanoate (220883-29-4) → N-SES-D-Ser(O-(N-FMOC-Gly-Sar-L-Me-Val(β-OH)))-L-Htp-OBn

Guidance literature:

With trifluoroacetic acid; at 25 ℃; for 2.5h;

DOI:10.1021/ja993019e

upstream raw materials:

benzyl (2S,3S)-4-(1,3-dioxan-2-yl)-2-(N-(N-(2-trimethylsilylethanesulfonyl)-D-serinyl)-N'-(tert-butyloxycarbonyl)hydrazino)-3-((tert-butyldimethylsilyl)oxy)butanoate

N-FMOC-Gly-Sar-L-Me-Val(β-OH)-OH

Downstream raw materials:

C₄₅H₈₀N₆O₁₅SSi₂

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