1-Benzyl-3-(2-chloro-ethyl)-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-urea

Base Information

• Chemical Name: 1-Benzyl-3-(2-chloro-ethyl)-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-urea
• CAS No.: 74015-32-0
• Molecular Formula: C₁₆H₂₃ClN₂O₆
• Molecular Weight: 374.821

Synonyms:1-Benzyl-3-(2-chloro-ethyl)-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-urea

Chemical Property of 1-Benzyl-3-(2-chloro-ethyl)-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-urea

Chemical Property:

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Technology Process of 1-Benzyl-3-(2-chloro-ethyl)-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-urea

There total 3 articles about 1-Benzyl-3-(2-chloro-ethyl)-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-urea 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: 75.0%

2-chloroethyl isothiocyanate (1943-83-5) + N-(benzyl)-D-galactopyranosylamine (2896-09-5,70428-25-0,70428-26-1,70428-27-2,111266-66-1) → 1-Benzyl-3-(2-chloro-ethyl)-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-urea (74015-32-0)

Guidance literature:

With formic acid; In tetrahydrofuran; methanol; 5 deg C, RT, 1.5 h;

DOI:10.1248/cpb.29.3262

Reference yield:

D-Galactose (10257-28-0) → 1-Benzyl-3-(2-chloro-ethyl)-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-urea (74015-32-0)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 65 °C

2: 75 percent / 2.) formic acid / methanol; tetrahydrofuran / 5 deg C, RT, 1.5 h

With formic acid; In tetrahydrofuran; methanol;

DOI:10.1248/cpb.29.3262

Reference yield:

benzylamine (100-46-9) → 1-Benzyl-3-(2-chloro-ethyl)-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-urea (74015-32-0)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 65 °C

2: 75 percent / 2.) formic acid / methanol; tetrahydrofuran / 5 deg C, RT, 1.5 h

With formic acid; In tetrahydrofuran; methanol;

DOI:10.1248/cpb.29.3262

upstream raw materials:

2-chloroethyl isothiocyanate

N-(benzyl)-D-galactopyranosylamine

D-Galactose

benzylamine

Downstream raw materials:

C₁₆H₂₂ClN₃O₇

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