((Z)-4-tert-Butoxycarbonylamino-1-hydroxymethyl-but-1-enyl)-carbamic acid benzyl ester

Base Information

• Chemical Name: ((Z)-4-tert-Butoxycarbonylamino-1-hydroxymethyl-but-1-enyl)-carbamic acid benzyl ester
• CAS No.: 154700-94-4
• Molecular Formula: C₁₈H₂₆N₂O₅
• Molecular Weight: 350.415

Synonyms:((Z)-4-tert-Butoxycarbonylamino-1-hydroxymethyl-but-1-enyl)-carbamic acid benzyl ester

Chemical Property of ((Z)-4-tert-Butoxycarbonylamino-1-hydroxymethyl-but-1-enyl)-carbamic acid benzyl ester

Chemical Property:

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Technology Process of ((Z)-4-tert-Butoxycarbonylamino-1-hydroxymethyl-but-1-enyl)-carbamic acid benzyl ester

There total 1 articles about ((Z)-4-tert-Butoxycarbonylamino-1-hydroxymethyl-but-1-enyl)-carbamic acid benzyl 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: 68.0%

Cbz-(Z)-Δ-Orn(Boc)-OMe (130680-67-0) → ((Z)-4-tert-Butoxycarbonylamino-1-hydroxymethyl-but-1-enyl)-carbamic acid benzyl ester (154700-94-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1055/s-1993-26020

Reference yield: 76.0%

((Z)-4-tert-Butoxycarbonylamino-1-hydroxymethyl-but-1-enyl)-carbamic acid benzyl ester (154700-94-4) → ((Z)-4-tert-Butoxycarbonylamino-1-formyl-but-1-enyl)-carbamic acid benzyl ester

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; for 0.5h;

DOI:10.1055/s-1993-26020

Reference yield:

((Z)-4-tert-Butoxycarbonylamino-1-hydroxymethyl-but-1-enyl)-carbamic acid benzyl ester (154700-94-4) → {(Z)-4-Benzyloxycarbonylamino-5-[(2,4-dinitro-phenyl)-hydrazono]-pent-3-enyl}-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / 1.) oxalyl chloride/DMSO; 2.) Et₃N / CH₂Cl₂ / 0.5 h

2: 6M HCl / ethanol

With hydrogenchloride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In ethanol; dichloromethane;

DOI:10.1055/s-1993-26020

upstream raw materials:

Cbz-(Z)-Δ-Orn(Boc)-OMe

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