tert-butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate

Base Information

• Chemical Name: tert-butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate
• CAS No.: 1638765-26-0
• Molecular Formula: C₁₁H₁₉NO₃
• Molecular Weight: 213.277
• Hs Code.: 2924297099
• Mol file: 1638765-26-0.mol

Synonyms:

Chemical Property of tert-butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl [3-(hydroxymethyl)bicyclo[1.1.1]pent-1-yl]carbamate ^*data from reagent suppliers

Safty Information:

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Useful:

Technology Process of tert-butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate

There total 3 articles about tert-butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate 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: 97.0%

3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester (676371-64-5) → (3-(hydroxymethyl)bicyclo[1.1.1]pent-1-yl)carbamic acid tert-butyl ester (1638765-26-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;

Reference yield: 94.0%

3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylic acid (303752-38-7) → (3-(hydroxymethyl)bicyclo[1.1.1]pent-1-yl)carbamic acid tert-butyl ester (1638765-26-0)

Guidance literature:

With dimethylsulfide borane complex; In diethyl ether; at 0 - 20 ℃; for 1h;

DOI:10.1002/ejoc.201701296

Reference yield:

3‐(methoxycarbonyl)bicyclo[1.1.1]pentane‐1‐carboxylic acid (83249-10-9) → (3-(hydroxymethyl)bicyclo[1.1.1]pent-1-yl)carbamic acid tert-butyl ester (1638765-26-0)

Guidance literature:

Multi-step reaction with 2 steps

1: diphenyl phosphoryl azide; triethylamine / 23 h / 20 - 80 °C

2: lithium borohydride / tetrahydrofuran / 18 h / 0 - 20 °C

With lithium borohydride; diphenyl phosphoryl azide; triethylamine; In tetrahydrofuran;

upstream raw materials:

3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylic acid

3‐(methoxycarbonyl)bicyclo[1.1.1]pentane‐1‐carboxylic acid

Downstream raw materials:

tert-butyl (3-formyl bicyclo[1.1.1]pentan-1-yl)carbamate

tert-butyl (3-(cyanomethyl)bicyclo[1.1.1]pentan-1-yl)carbamate

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