1-(1-(benzyloxycarbonylamino)-2-hydroxyethyl)-1-hydroxycyclopropane

Base Information

• Chemical Name: 1-(1-(benzyloxycarbonylamino)-2-hydroxyethyl)-1-hydroxycyclopropane
• CAS No.: 377090-74-9
• Molecular Formula: C₁₃H₁₇NO₄
• Molecular Weight: 251.282
• Mol file: 377090-74-9.mol

Synonyms:1-(1-(benzyloxycarbonylamino)-2-hydroxyethyl)-1-hydroxycyclopropane

Chemical Property of 1-(1-(benzyloxycarbonylamino)-2-hydroxyethyl)-1-hydroxycyclopropane

Chemical Property:

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(1-(benzyloxycarbonylamino)-2-hydroxyethyl)-1-hydroxycyclopropane

There total 4 articles about 1-(1-(benzyloxycarbonylamino)-2-hydroxyethyl)-1-hydroxycyclopropane 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%

(R)-benzyl 4-(1-hydroxycyclopropyl)-2,2-dimethyloxazolidine-3-carboxylate (377090-73-8) → 1-(1-(benzyloxycarbonylamino)-2-hydroxyethyl)-1-hydroxycyclopropane (377090-74-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; at 20 ℃; for 8h;

DOI:10.1021/ol016477c

Reference yield:

(R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate (93204-36-5) → 1-(1-(benzyloxycarbonylamino)-2-hydroxyethyl)-1-hydroxycyclopropane (377090-74-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / BF₃*Et₂O / acetone

2: 64 percent / Ti(i-PrO)4 / diethyl ether / 20 °C

3: 85 percent / PPTS / methanol / 8 h / 20 °C

With titanium(IV) isopropylate; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; In methanol; diethyl ether; acetone; 2: Kulinkovich cyclopropanation;

DOI:10.1021/ol016477c

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 1-(1-(benzyloxycarbonylamino)-2-hydroxyethyl)-1-hydroxycyclopropane (377090-74-9)

Guidance literature:

Multi-step reaction with 4 steps

1: NaHCO₃ / H₂O / 3 h / 20 °C

2: 95 percent / BF₃*Et₂O / acetone

3: 64 percent / Ti(i-PrO)4 / diethyl ether / 20 °C

4: 85 percent / PPTS / methanol / 8 h / 20 °C

With titanium(IV) isopropylate; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; In methanol; diethyl ether; water; acetone; 3: Kulinkovich cyclopropanation;

DOI:10.1021/ol016477c

upstream raw materials:

(R)-benzyl 4-(1-hydroxycyclopropyl)-2,2-dimethyloxazolidine-3-carboxylate

(R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate

benzyl chloroformate

N-(Benzyloxycarbonyloxy)succinimide

Downstream raw materials:

(S)-N-carbobenzyloxycleonin

(S)-cleonin