Carbamic acid, (2,5-dihydroxypentyl)-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Carbamic acid, (2,5-dihydroxypentyl)-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 274901-55-2
• Molecular Formula: C₁₀H₂₁NO₄
• Molecular Weight: 219.281
• Mol file: 274901-55-2.mol

Synonyms:Carbamic acid, (2,5-dihydroxypentyl)-, 1,1-dimethylethyl ester (9CI)

Chemical Property of Carbamic acid, (2,5-dihydroxypentyl)-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• PSA: 78.79000
• LogP: 1.03540

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, (2,5-dihydroxypentyl)-, 1,1-dimethylethyl ester (9CI)

There total 4 articles about Carbamic acid, (2,5-dihydroxypentyl)-, 1,1-dimethylethyl ester (9CI) 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: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-Benzyloxy-1-((S)-1-phenyl-ethylamino)-pentan-2-ol (274901-54-1) → (2,5-dihydroxy-pentyl)-carbamic acid tert-butyl ester (274901-55-2)

Guidance literature:

5-Benzyloxy-1-((S)-1-phenyl-ethylamino)-pentan-2-ol; With hydrogen; 20percent Pd(OH)2 on carbon; In 1,4-dioxane; water; acetic acid; for 96h; under 2250.23 Torr;

di-tert-butyl dicarbonate; With sodium hydroxide; In 1,4-dioxane; water; pH=8; Further stages.;

DOI:10.1002/1099-0690(200004)2000:7<1219::AID-EJOC1219>3.0.CO;2-P

Reference yield:

n-Pent-4-enyl alcohol (821-09-0) → (2,5-dihydroxy-pentyl)-carbamic acid tert-butyl ester (274901-55-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 77 percent / NaH / tetrahydrofuran / Heating

2.1: 74 percent / mCPBA / CH₂Cl₂

3.1: 73 percent / methanol / 50 °C

4.1: hydrogen / 20percent Pd(OH)2 on carbon / dioxane; acetic acid; H₂O / 96 h / 2250.23 Torr

4.2: 93 percent / aq. NaOH / dioxane; H₂O / pH 8

With hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; 20percent Pd(OH)2 on carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetic acid; 1.1: Condensation / 2.1: Epoxidation / 3.1: Addition / 4.1: Hydrogenolysis / 4.2: Condensation;

DOI:10.1002/1099-0690(200004)2000:7<1219::AID-EJOC1219>3.0.CO;2-P

Reference yield:

1-(benzyloxy)-4,5-epoxypentane (112482-35-6) → (2,5-dihydroxy-pentyl)-carbamic acid tert-butyl ester (274901-55-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 73 percent / methanol / 50 °C

2.1: hydrogen / 20percent Pd(OH)2 on carbon / dioxane; acetic acid; H₂O / 96 h / 2250.23 Torr

2.2: 93 percent / aq. NaOH / dioxane; H₂O / pH 8

With hydrogen; 20percent Pd(OH)2 on carbon; In 1,4-dioxane; methanol; water; acetic acid; 1.1: Addition / 2.1: Hydrogenolysis / 2.2: Condensation;

DOI:10.1002/1099-0690(200004)2000:7<1219::AID-EJOC1219>3.0.CO;2-P

upstream raw materials:

di-tert-butyl dicarbonate

5-Benzyloxy-1-((S)-1-phenyl-ethylamino)-pentan-2-ol

n-Pent-4-enyl alcohol

1-(benzyloxy)-4,5-epoxypentane

Downstream raw materials:

C₃₁H₄₃N₅O₁₀S

C₃₆H₅₀N₆O₁₁S

C₄₅H₅₉N₇O₁₂S